Rubin, Yves F.

Organic

Short Biography

Yves Rubin received his diploma in chemistry in 1987 from the University of Fribourg in Switzerland with Professors Albert Gossauer and Alexander von Zelewski as thesis advisors. He received his Ph.D. degree at UCLA in 1991 under the guidance of Professor François Diederich. After working as a postdoctoral fellow with Professor Ronald Breslow at Columbia University, he joined the faculty at UCLA in 1992.

Research Interests

The Rubin Group is advancing the chemistry of carbon-rich molecules, including graphene nanoribbons and fullerene derivatives. These novel π-systems are endowed with exciting and unusual physical properties that make them ideally suited for next generation nanocomputing devices. We have been at the forefront of research in these areas, notably achieving the first synthesis of graphene nanoribbons from molecular precursors using only heat and light as reagents. Our ultimate goal is to use this methodology to fabricate nanoprocessors within the field of molecular architectonics.

Honors & Awards

Representative Publications

Rubin.shuttlecock X Ray Structures

  • Rubin, Y.; Dick, K.; Diederich, F.; Georgiadis, T. M. “Chiral Recognition in Aqueous Solution. Search for Water-Soluble Chiral Hosts with Apolar Binding Sites”, J. Org. Chem. 1986, 51, 3270-3278. (resulting from undergraduate research)
  • Diederich, F.; Rubin, Y.; Knobler, C. B.; Whetten, R. L.; Schriver, K. E.; Houk, K. N.; Li, Y. “All-Carbon Molecules: Evidence for the Generation of Cyclo[18]carbon from a Stable Organic Precursor”, Science 1989, 245, 1088-1090.
  • Rubin, Y.; Diederich, F. “Precursors to the Cyclo[n]carbons: [4n+2]- and [4n]Annulenes with Unusual Stabilities”, J. Am. Chem. Soc. 1989, 111, 6870-6871.
  • Rubin, Y.; Knobler, C. B.; Diederich, F. “Precursors to the Cyclo[n]carbons: From 3,4-Dialkynyl-3-cyclobutene-1,2-diones and 3,4-Dialkynyl-3-cyclobutene-1,2-diols to Cyclobuteno-dehydroannulenes and Higher Oxides of Carbon”, J. Am. Chem. Soc. 1990, 112, 1607-1617.
  • Li, Y.; Rubin, Y.; Diederich, F.; Houk, K. N. “Electronic and Structural Properties of the Cyclobutenodehydroannulenes”, J. Am. Chem. Soc. 1990, 112, 1618-1623.
  • Rubin, Y.; Knobler, C. B.; Diederich, F. “Synthesis and Crystal Structure of a Stable Hexacobalt Complex of Cyclo[18]carbon”, J. Am. Chem. Soc. 1990, 112, 4966-4968.
  • Rubin, Y., Kahr, M.; Knobler, C. B.; Diederich, F.; Wilkins, C. L. “The Higher Oxides of Carbon C8nO2n (n = 3-5): Synthesis, Characterization and X-ray Crystal Structure. Formation of Cyclo[n]carbon Ions Cn+ (n = 18, 24) and Cn– (n = 18, 24, 30), and Higher Carbon Ions Including C60+ in Laser Desorption Fourier Transform Mass Spectrometric Experiments”, J. Am. Chem. Soc. 1991, 113, 495-500.
  • Ajie, H.; Alvarez, M. M.; Anz, S. J.; Beck, R. D.; Diederich, F.; Fostiropoulos, K.; Huffman, D. R.; Krätschmer, W.; Rubin, Y.; Schriver, K. E.; Sensharma, D.; Whetten, R. L. “Characterization of the Soluble All-Carbon Molecules C60 and C70”, J. Phys. Chem. 1990, 94, 8630-8633.
  • Arbogast, J. W.; Darmanyan, A. P.; Foote, C. S.; Rubin, Y.; Diederich, F.; Alvarez, M. M.; Anz, S. J.; Whetten, R. L. “Photophysical Properties of C60”, J. Phys. Chem. 1991, 95, 11-12.
  • Allemand, P.-M.; Koch, A.; Wudl, F.; Rubin, Y.; Diederich, F.; Alvarez, M. M.; Anz, S. J.; Whetten, R. L. “Two Different Fullerenes Have the Same Cyclic Voltammetry”, J. Am. Chem. Soc. 1991, 113, 1050-1051.
  • Allemand, P.-M.; Srdanov, G.; Koch, A.; Khemani, K.; Wudl, F.; Rubin, Y.; Diederich, F.; Alvarez, M. M.; Anz, S. J.; Whetten, R. L. “The Unusual Electron Spin Resonance of Fullerene C60•–”, J. Am. Chem. Soc. 1991, 113, 2780-2781.
  • Diederich, F.; Ettl, R.; Rubin, Y.; Whetten, R. L.; Beck, R. D.; Alvarez, M. M.; Anz, S. J.; Sensharma, D.; Wudl, F.; Khemani, K. C.; Koch, A. “The Higher Fullerenes: Isolation and Characterization of C76, C84, C90, C94, and C70O, an Oxide of D5h-C70”, Science 1991, 252, 548-551.
  • Snyder, E. J.; Anderson, M. S.; Tong, W. M.; Williams, R. S.; Anz, S. J.; Alvarez, M. M.; Rubin, Y.; Diederich, F.; Whetten, R. L. “Atomic Force Microscope Studies of Fullerene Films: Highly Stable C60 fcc (311) Free Surfaces”, Science 1991, 253, 171-173.
  • Tong, W. M.; Ohlberg, D. A. A.; You, H. K.; Williams, R. S.; Anz, S. J.; Alvarez, M. M.; Whetten, R. L.; Rubin, Y.; Diederich, F. “X-Ray Diffraction and Electron Spectroscopy of Epitaxial Molecular C60 Films”, J. Phys. Chem. 1991, 95, 4709-4712.
  • Rubin, Y.; Knobler, C. B.; Diederich, F. “Tetraethynylethene”, Angew. Chem. 1991, 103, 708-710; Angew. Chem. Int. Ed. Engl. 1991, 30, 698-700.
  • Rubin, Y.; Lin, S. S.; Knobler, C. B.; Anthony, J.; Boldi, A. M.; Diederich, F. “Solution-Spray Flash Vacuum Pyrolysis: A New Method for the Synthesis of Linear Poliynes with Odd Numbers of CºC Bonds from Substituted 3,4-Dialkynyl-3-cyclobutene-1,2-diones”, J. Am. Chem. Soc. 1991, 113, 6943-6949.
  • Whetten, R. L.; Alvarez, M. M.; Anz, S. J.; Schriver, K. E.; Beck, R. D.; Diederich, F.; Rubin, Y.; Ettl, R.; Foote, C. S.; Darmanyan, A. P.; Arbogast, J. W. “Spectroscopic and Photophysical Properties of the Soluble Cn Molecules, n = 60, 70, 76/78, 84”, Mat. Res. Soc. Symp. Proc. 1991, 206, 639-650.
  • Diederich, F.; Rubin, Y. “Synthetic Approaches toward Molecular and Polymeric Carbon Allotropes”, Angew. Chem. 1992, 104, 1123-1146; Angew. Chem. Int. Ed. Engl. 1992, 31, 1101-1123 (Review). [PDF]
  • Rubin, Y.; Khan, S.; Freedberg, D. I.; Yeretzian, C. “Synthesis and X-ray Structure of a Diels-Alder Adduct of C60”, J. Am. Chem. Soc. 1993, 115, 344-345. [PDF]
  • Khan, S. I.; Oliver, A. M.; Paddon-Row, M. N.; Rubin, Y. “Synthesis of a Rigid “Ball-and-Chain” Donor-Acceptor System through Diels-Alder Functionalization of Buckminsterfullerene (C60)”, J. Am. Chem. Soc. 1993, 115, 4919-4920. [PDF]
  • Baak, M.; Rubin, Y.; Franz, A.; Stoeckli-Evans, H.; Bigler, L.; Nachbauer, J.; Neier, R. “An Unexpected Tandem Reaction between (N-Butadienyl-N-alkylketene) N,O-Trimethylsilylacetals of Propionamide and Activated Dienophiles like N-Phenylmaleimide or Acryloyl Chloride” Chimia 1993, 47, 233-240. (resulting from undergraduate research) [PDF]
  • An, Y.-Z.; Anderson, J. L.; Rubin, Y. “Synthesis of a-Amino Acid Derivatives of C60 from 1,9-(4-Hydroxycyclohexano)buckminsterfullerene” J. Org. Chem. 1993, 58, 4799-4801. [PDF]
  • An, Y.-Z.; Rubin, Y.; Schaller, C.; McElvany, S. W. “Synthesis and Characterization of Diethynylmethanobuckminsterfullerene, a Building Block for Macrocyclic and Polymeric Carbon Allotropes” J. Org. Chem. 1994, 59, 2927-2929. [PDF]
  • Anderson, H. L.; Faust, R.; Rubin, Y.; Diederich, F. “Fullerene-Acetylene Hybrids: On the Way to Synthetic Molecular Carbon Allotropes”, Angew. Chem. Int. Ed. Engl. 1994, 33, 1366-1368. [PDF]
  • Diederich F.; Rubin Y.; Chapman, O. L.; Goroff N. S. “Synthetic Routes to the Cyclo[n]carbons”, Helv. Chim. Acta 1994, 77, 1441-1457. [PDF]
  • Anderson, J. L.; An, Y.-Z.; Rubin, Y.; Foote, C. S. “Photophysical Characterization and Singlet Oxygen Yield of a Dihydrofullerene”, J. Am. Chem. Soc. 1994, 116, 9763-9764. [PDF]
  • Friedman, S. H.; Wudl, F.; Rubin, Y.; Kenyon, G. L. “A Structure Based Approach to the Design of Fullerene Inhibitors of the HIV Protease” in Fullerenes Proceedings Series: Recent Advances in the Chemistry and Physics of Fullerenes and Related Materials; Kadish, K. M., Ruoff, R. S. Eds.; The Electrochemical Society, Pennington, New Jersey, 1994; Vol. 1, pp. 662-669. (Book chapter) [PDF]
  • Anthony, J.; Boldi, A. M.; Rubin, Y.; Hobi, M.; Gramlich, V.; Knobler, C. B.; Seiler, P.; Diederich, F. “Tetraethynylethenes: Fully Cross-Conjugated Pi-electron Chromophores and Molecular Scaffolds for All-carbon Networks and Carbon-rich Nanomaterials”, Helv. Chim. Acta 1995, 78, 13-45. [PDF]
  • Ganapathi, P. S.; Friedman, S. H.; Kenyon, G. L., Rubin, Y. “Sequential “Double-Michael” Additions of Dienolates with C60: Rapid Access to Sterically Congested Buckminsterfullerene Derivatives with Defined Stereochemistry”, J. Org. Chem. 1995, 60, 2954-2955. [PDF]
  • An, Y.-Z.; Ellis, G. A.; Viado, A. L.; Rubin, Y. “A Methodology for the Reversible Solubilization of Fullerenes”, J. Org. Chem. 1995, 60, 6353-6361. [PDF]
  • An, Y.-Z.; Viado, A. L.; Arce, M-J.; Rubin, Y. “Unusual Regioselectivity in the Singlet Oxygen Ene Reaction of Cyclohexenobuckminsterfullerenes”, J. Org. Chem. 1995, 60, 8330-8331. [PDF]
  • Rubin, Y. “Recent Aspects of the Functionalization Chemistry of Buckminsterfullerene (C60): Preparation of New Materials and Compounds of Biological Interest”, NATO ASI Ser., Ser. E 1996, 295-328. (Book chapter) [PDF]
  • An, Y.-Z.; Chen, C.-h. B.; Anderson, J. L.; Sigman, D. S.; Foote, C.S.; Rubin, Y. “Sequence-Specific Modification of Guanosine in DNA by a C60-Linked Deoxyoligonucleotide: Evidence for a Non-Singlet Oxygen Mechanism”, Tetrahedron 1996, 52, 5179-5189. [PDF]
  • Arce, M.-J.; Viado, A. L.; An, Y.-Z.; Khan, S. I.; Rubin, Y. “Triple Scission of a 6-Membered Ring on the Surface of C60 via Consecutive Pericyclic Rearrangements and Cobalt Insertion” J. Am. Chem. Soc. 1996, 118, 3775-3776. [PDF]
  • Rubin, Y.; Parker, T. C.; Khan, S. I.; Holliman, C. L.; McElvany, S. W. “Precursors to Endohedral Metal Fullerene Complexes: Synthesis and X-ray Structure of a Flexible Macrocyclic Acetylenic Cyclophane C60H18”, J. Am. Chem. Soc. 1996, 118, 5308-5309. [PDF]
  • Lawson, J. M.; Oliver, A. M.; Rothenfluh, D. F.; An, Y.-Z.; Ellis, G. A.; Ranasinghe, M. G.; Khan, S. I.; Franz, A. G.; Ganapathi, P. S.; Shephard, M. J.; Paddon-Row, M. N.; Rubin, Y. “Synthesis of a Variety of Bichromophoric “Ball-and-Chain” Systems Based on Buckminsterfullerene (C60) for the Study of Intramolecular Electron and Energy Transfer Processes”, J. Org. Chem. 1996, 61, 5032-5054. [PDF]
  • Williams, R. M.; Koeberg, M.; Lawson, J. M.; An, Y.-Z.; Rubin, Y.; Paddon-Row, M. N.; Verhoeven, J. W. “Photoinduced Electron Transfer to C60 Across Extended 3- and 11-Bond Hydrocarbon Bridges: Creation of a Long-lived Charge-Separated State” J. Org. Chem. 1996, 61, 5055-5062. [PDF]
  • Arce, M.-J.; Viado, A. L.; Khan, S. I.; Rubin, Y. “Outer Sphere Organometallic Chemistry of C60: Synthesis and X-Ray Structure of a Strained h4-(Cyclohexadieno)C60 Iron Tricarbonyl Complex”, Organometallics 1996, 15, 4340-4342. [PDF]
  • Jux, N.; Holczer, K.; Rubin, Y. “Synthesis and Characterization of an Unusually Stable Pentaethynyl Cyclopentadienyl Radical”, Angew. Chem. Int. Ed. Engl. 1996, 35, 1986-1990. [PDF]
  • Anthony, J. E.; Khan, S. I.; Rubin, Y. “1,3,5 / 2,4,6–Differentiated Hexaalkynylbenzenes: Absorption and Fluorescence Properties of a D3h–Symmetric Donor–Substituted System”, Tetrahedron Lett. 1997, 38, 3499-3502. [PDF]
  • Rubin, Y. “Organic Functionalization of Fullerenes: An Overview of a Growing Field” in Fullerenes Proceedings Series: Recent Advances in the Chemistry and Physics of Fullerenes and Related Materials; Kadish, K. M., Ruoff, R. S. Eds.; The Electrochemical Society, Pennington, New Jersey, 1996; Vol. 3, pp. 1187-1192. (Book chapter)
  • Arce, M.-J.; Viado, A. L.; An, Y.-Z.; Qian, W.; Khan, S. I.; Rubin, Y. “On the Way to Stuffing the Turkey: Triple Scission of a 6-Membered Ring on the Surface of C60 via Consecutive Pericyclic Rearrangements and Cobalt Insertion” in Fullerenes Proceedings Series: Recent Advances in the Chemistry and Physics of Fullerenes and Related Materials; Kadish, K. M., Ruoff, R. S. Eds.; The Electrochemical Society, Pennington, New Jersey, 1996; Vol. 3, pp. 1314-1325. (Book chapter)
  • Franz, A.; An, Y.-Z.; Ganapathi, P. S.; Neier, R.; Rubin, Y. “Tandem Cycloadditions of N,O-Ketene N-1,3-Butadienyl-N-alkyl-O-silylacetals with C60: A Straightforward Stereoselective Synthesis of Bicyclic Derivatives of 1,2,3,4-Tetrahydrobuckminsterfullerene” in Fullerenes Proceedings Series: Recent Advances in the Chemistry and Physics of Fullerenes and Related Materials; Kadish, K. M., Ruoff, R. S. Eds.; The Electrochemical Society, Pennington, New Jersey, 1996; Vol. 3, pp. 1326-1341. (Book chapter) [PDF]
  • Rubin, Y. “Organic Approaches to Endohedral Metallofullerenes: Cracking Open or Zipping Up Carbon Shells ?”, Chem. Eur. J., 1997, 3, 1009-1016. (invited Concepts section) [PDF]
  • Tovar, J. D.; Jux, N.; Jarrosson, T.; Khan, S. I.; Rubin, Y. “Synthesis and X-ray Characterization of an Octaalkynyl Dibenzo-octadehydro[12]annulene”, J. Org. Chem. 1997, 62, 3432-3433. [PDF]
  • Klicic, J.; Rubin, Y.; Breslow, R. “Approaches to Stable Cyclopropenyl Anions: tris-1,2,3-p-Nitrophenylcyclopropene”, Tetrahedron 1997, 53, 4129-4136. [PDF]
  • Edwards, C. M.; Butler, I. S.; Qian, W.; Rubin, Y. “Pressure-Tuning Vibrational Spectroscopic Study of (h5-C5H5)Co(C64H4): Can Endohedral Fullerenes be Formed Under Pressure?”, J. Molec. Struct. 1998, 442, 169-174. [PDF]
  • Solooki, D.; Parker, T. C.; Khan, S. I.; Rubin, Y. “Synthesis and Redox Properties of Tetraethynyl Tetrathiafulvalenes”, Tetrahedron Lett. 1998, 39, 1327-1330. [PDF]
  • Friedman, S. H.; Ganapathi, P. S.; Rubin, Y.; Kenyon, G. L. “Optimizing the Binding of Fullerene Inhibitors of the HIV-1 Protease Through Predicted Increases in Hydrophobic Desolvation”, J. Med. Chem. 1998, 41, 2424-2429. [PDF]
  • Allen, A. D.; Colomvakos, J. D.; Diederich, F.; Egle, I; Hao, X.; Liu, R.; Lusztyk, J.; Ma, J.; McAllister, M. A.; Rubin, Y.; Sung, K.; Tidwell, T. T.; Wagner, B. D. “Generation of 1,2-Bisketenes from Cyclobutene-1,2-diones by Flash Photolysis, and Ring Closure Kinetics”, J. Am. Chem. Soc. 1997, 119, 12125-12130. [PDF]
  • Rubin, Y. “Functionalization Studies of C60 and Synthetic Approaches to Endohedral Metallofullerenes”, Chimia 1998, 52, 118-126. [PDF]
  • Rubin, Y.; Parker, T. C., Pastor, S. J.; Jalisatgi, S.; Boulle, C.; Wilkins, C. L. “Acetylenic Cyclophane Fullerene Precursors: Formation of C60H6 and C60 by Laser Desorption Mass Spectroscopy of C60H6(CO)12”, Angew. Chem. Int. Ed. Engl. 1998, 37, 1226-1229. [PDF]
  • Rubin, Y. “Ring Opening Reactions of Fullerenes: Designed Approaches to Endohedral Metal Complexes”; Top. Curr. Chem. 1999, 199, 67-91. [PDF]
  • Bunz, U. H. F.; Rubin, Y.; Tobe, Y. “Polyethynylated Cyclic p-Systems: Scaffoldings for Novel Two and Three-Dimensional Carbon Networks”; Chem. Soc. Rev. 1999, 28, 107-119. [PDF]
  • Schick, G.; Levitus, M.; Kvetko, L. D.; Johnson, B. A.; Lamparth, I.; Lunkwitz, R.; Ma, B.; Khan, S. I.; Garcia-Garibay, M. A.; Rubin, Y. “Unusual Luminescence of C60-Hexapyrrolidines with Th and a Novel D3-Symmetry”; J. Am. Chem. Soc. 1999, 121, 3246-3247. [PDF]
  • Hutchison, K.; Gao, J.; Schick, G.; Rubin, Y.; Wudl, F. “Bucky Light Bulbs: White Light Electroluminescence from a Fluorescent C60 Adduct – Single Layer Organic LED”, J. Am. Chem. Soc. 1999, 121, 5611-5612. [PDF]
  • Qian, W.; Rubin, Y. “Towards Six-Fold Functionalization of Fullerene C60 with Totally Addressable Icosahedral Sites”, Angew. Chem. Int. Ed. Engl. 1999, 38, 2356-2360. [PDF]
  • Schick, G.; Jarrosson, T.; Rubin, Y. “Formation of an Effective Opening within the Fullerene Core of C60 by an Unusual Reaction Sequence”, Angew. Chem. Int. Ed. Engl. 1999, 38, 2360-2363. [PDF]
  • Prat, F.; Stackow, R.; Bernstein, R.; Qian, W.; Rubin, Y.; Foote, C. S. “Triplet-State Properties and Singlet Oxygen Generation of a Homologous Series of Functionalized Fullerene Derivatives”, J. Phys. Chem. A 1999, 103, 7230-7235. [PDF]
  • Levitus, M.; Schick, G.; Lunkwitz, R.; Rubin, Y.; Garcia-Garibay, M. A. “Photophysical Properties of Hexapyrrolidine C60 Adducts with Th and D3 Symmetry: Protonation of Multiple Basic Sites”, J. Photochem. Photobiol. A 1999, 127, 13-19. [PDF]
  • Rubin, Y.; Ganapathi, P. S.; Franz, A.; An, Y.-Z.; Qian, W.; Neier, R. “Tandem Nucleophilic Addition / Diels-Alder Reaction of N-Butadienyl N,O-Ketene Silyl Acetals with C60: Stereo-selective Formation of Bicyclic Octahydroquinolino-1,2,3,4-Tetrahydrobuckminsterfullerenes and Combined NMR Spectroscopic and Computational Evaluation of the Functionalization Reactions”, Chem. Eur. J. 1999, 5, 3162-3184. [PDF]
  • Rubin, Y.; Diederich, F. “From Fullerenes to Novel Carbon Allotropes: Exciting Prospects for Organic Synthesis”; in Stimulating Concepts in Chemistry, Vögtle, F.; Stoddart, J. F.; Shibasaki, M.; Eds.; Wiley – VCH, 2001, pp 153-186. (Book chapter) [PDF]
  • Qian, W.; Rubin, Y. “A Parallel Library of all Seven A2+B2+C2 Th-Regioisomeric Hexakisadducts of Fullerene C60: Inspiration from Werner’s Octahedral Stereoisomerism”; Angew. Chem. Int. Ed. Engl. 2000, 39, 3133-3137. [PDF]
  • Qian, W.; Bartberger, M.D.; Pastor, S. J.; Houk, K. N.;Wilkins, C. L.; Rubin, Y. “C62, a Non-Classical Fullerene Incorporating a Four-Membered Ring”, J. Am. Chem. Soc. 2000, 122, 8333-8334. [PDF]
  • Stackow, R.; Schick, G.; Jarrosson, T.; Rubin, Y.; Foote, C. S. “Photophysics of Open C60 Derivatives”, J. Phys. Chem. B 2000, 104, 7914 -7918. [PDF]
  • Qian, W.; Rubin, Y. “Complete Control over Addend Permutation at All Six Pseudooctahedral Positions of Fullerene C60”, J. Am. Chem. Soc. 2000, 122, 9564-9565. [PDF]
  • Rubin, Y.; Jarrosson, T.; Wang, G.-W.; Bartberger, M. D.; Schick, G.; Saunders, M.; Cross, R. J.; Houk, K. N. “Insertion of Helium and Molecular Hydrogen Through the Orifice of an Open Fullerene”, Angew. Chem. Int. Ed. Engl. 2001, 40, 1543-1546. [PDF]
  • Irle, S.; Rubin, Y.; Morokuma, K. “ONIOM Study of Ring Opening and Metal Insertion Reactions with Derivatives of C60: Role of Aromaticity in the Opening Process”, J. Phys. Chem. A 2002; 106, 680-688. [PDF]
  • Metzger, R. M.; Baldwin, J. W.; Shumate, W. J.; Peterson, I. R.; Mani, P.; Mankey, G. J.; Morris, T.; Szulczewski, G.; Bosi, S.; Prato, M.; Comito, A.; Rubin, Y. “Electrical Rectification in a Langmuir-Blodgett Monolayer of Dimethylanilinoazafullerene Sandwiched Between Gold Electrodes”, J. Phys. Chem. B 2003, 107, 1021-1027. [PDF]
  • Asselberghs, I.; Zhao, Y.; Clays, K.; Persoons, A.; Comito, A.; Rubin, Y. “Reversible Switching of Molecular Second-Order Nonlinear Optical Polarizability Through Proton Transfer”, Chem. Phys. Lett. 2002, 364, 279-283. [PDF] (Funding: NSF, Sloan)
  • Qian, W.; Rubin, Y. “Convergent, Regioselective Synthesis of Tetrakisfulleroids from C60”, J. Org. Chem. 2002, 67, 7683 – 7687. [PDF] (Funding: NSF, Sloan)
  • Qian, W.; Chuang, S.-C.; Amador, R. B.; Jarrosson, T.; Sander, M.; Pieniazek, S.; Khan, S. I.; Rubin, Y. “Synthesis of Stable Derivatives of C62: The First Nonclassical Fullerene Incorporating a Four-Membered Ring”, J. Am. Chem. Soc. 2003, 125, 2066-2067. [PDF] (Funding: NSF, Sloan)
  • Zheng, S.; Lan, J.; Khan, S. I.; Rubin, Y. “Synthesis, Characterization, and Coordination Chemistry of the 2-Azaphenalenyl Radical”, J. Am. Chem. Soc. 2003, 125, 5786-5791. [PDF] (Funding: NSF, Sloan)
  • Murata, Y.; Suzuki, M.; Rubin, Y.; Komatsu, K. “Structure of the Hydration Product of the C60-Di(2-pyridyl)-1,2,4,5-tetrazine Adduct”, Bull. Chem. Soc. Jpn., 2003, 76, 1669–1672. [PDF]
  • Shen, C. K.-F.; Sonmez, G.; Smith, A. D.; Schwartz, B. J.; Rubin, Y.; Wudl, F. “Photocurrent Generated with a Homoconjugated Bisfulleroid Polymer” Polymer Preprints 2003, 44, 348-349.
  • Sonmez, G., Shen, C. K.-F., Rubin, Y., Wudl, F. “A Red, Green, and Blue (RGB) Polymeric Electrochromic Device (PECD): The Dawning of the PECD Era”, Angew. Chem. Int. Ed. Engl. 2004 43, 1498-1502. [PDF]
  • Carravetta, M.; Murata, Y.; Murata, M.; Heinmaa, I.; Stern, R.; Tontcheva, A.; Samoson, A.; Rubin, Y.; Komatsu, K.; Levitt, M. H. “Solid-State NMR Spectroscopy of Molecular Hydrogen Trapped Inside an Open-Cage Fullerene” J. Am. Chem. Soc. 2004, 126, 4092-4093. [PDF] (Funding: NSF)
  • Sonmez, G; Shen, C. K.-F.; Rubin, Y; Wudl, F. “Zero Band Gap and Intrinsic Conductivity in Conjugated Polymers” Polym. Mat. Sci. Engin. 2004, 90, 232-233.
  • Zheng, S.; Thompson, J. D.; Tontcheva, A.; Khan, S. I.; Rubin, Y. “Perchloro-2,5,8-triazaphenalenyl”, Org. Lett. 2005, 7, 1861-1863. [PDF] (Funding: NSF)
  • Sonmez, G.; Sonmez, H. B.; Shen, C. K. F.; Jost, R. W.; Rubin, Y.; Wudl, F. “A Processable Green Polymeric Electrochromic”, Macromolecules 2005, 38, 669-675. [PDF]
  • Sonmez, G.; Shen, C. K.-F.; Rubin Y.; Wudl, F. “The Unusual Effect of Bandgap Lowering by C60 on a Conjugated Polymer”, Adv. Mater. 2005, 17, 897-900. [PDF]
  • Clark, A. P.-Z.; Shen, K.-F.; Rubin, Y. F.; Tolbert, S. H. “An Amphiphilic Poly(phenylene ethynylene) as the Structure-Directing Agent for Periodic Nanoscale Silica Composite Materials”, Nano Lett., 2005, 5, 1647-1652. [PDF] (Funding: NSF, ONR, PRF-AC)
  • Clark, A. P.-Z.; Cadby, A. J.; Shen, C. K.-F.; Rubin, Y.; Tolbert, S. H. “Synthesis and Self-Assembly of an Amphiphilic Poly(Phenylene Ethynylene) Ionomer”, J. Phys. Chem. B 2006, 110, 22088-22096. [PDF] (Funding: ONR, NSF, PRF-AC)
  • Chuang, S.-C.; Clemente, F. R.; Khan, S. I.; Houk, K. N.; Rubin, Y. “Approaches to Open Fullerenes: A 1,2,3,4,5,6-Hexaadduct of C60”, Org. Lett. 2006, 8, 4525-4528. [PDF] (Funding: NSF, Sloan, PRF-AC)
  • Chuang, S.-C.; Clemente, F. R.; Khan, S. I.; Houk, K. N.; Rubin, Y. “Switch of Electronic Reactivity in Fullerene C60: Activation of Three trans-4 Positions via Temporary Saturation of the cis-1 Positions”, Org. Lett. 2006, 8, 6075-6078. [PDF] (Funding: NSF, Sloan, PRF-AC)
  • Chuang, S.-C.; Sander, M. Jarrosson, T.; James, S.; Rozumov, E. Khan, S. I.; Rubin, Y. “Approaches to Open Fullerenes: Synthesis and Kinetic Stability of Diels-Alder Adducts of Substituted Isobenzofurans and C60”, J. Org. Chem. 2007, 72, 2716 -2723. [PDF] (Funding: NSF, Sloan, PRF-AC)
  • Sander, M. Jarrosson, T.; Chuang, S.-C.; Khan, S. I.; Rubin, Y. “Approaches to Open Fullerenes: Synthesis and Thermal Stability of cis-1 Bis(isobenzofuran) Diels-Alder Adducts of C60”, J. Org. Chem. 2007, 72, 2724 -2731. [PDF] (Funding: NSF, Sloan, PRF-AC)
  • Kennedy, R. D.; Ayzner, A. L.; Wanger, D. D.; Day, C. T; Halim, M.; Khan, S. I.; Tolbert, S.; Schwarz, B.; Rubin, Y. “Self-Assembling Fullerenes for Improved Bulk-Heterojunction Photovoltaic Devices”, J. Am. Chem. Soc. 2008, 130, 17290–17292. [PDF] (Funding: CRC-NSF, ONR, NSF)
  • Clavaguera, S.; Khan, S. I.; Rubin, Y. “Unexpected De-Arylation of a Pentaaryl Fullerene” Org. Lett. 2009, 11, 1389-1391. [PDF] (Funding: CRC-NSF, ONR, NSF)
  • Halim, M.; Kennedy, R. D.; Khan, S.I.; Rubin, Y. “Gold(I) Triphenylphosphine Complexes Incorporating Pentaarylfulleride Ligands”, Inorg. Chem. 2010, 49, 3974–3976. [PDF] (Funding: CRC-NSF, ONR, NSF)
  • Suzuki, M.; Comito, A.; Khan, S. I.; Rubin, Y. “Planarization of a Dehydro[24]annulene by Noncovalent Interactions in the Crystal”, Org. Lett. 2010, 12, 2346-2349. [PDF] (Funding: NSF)
  • Halim, M.; Kennedy, R. D.; Suzuki, M.; Khan, S. I.; Diaconescu, P. L.; Rubin, Y. “Complexes of Gold(I), Silver(I), and Copper(I) with Pentaaryl[60]fullerides”, J. Am. Chem. Soc. 2011, 133, 6841–6851. [PDF]
  • Tassone, C.; Ayzner, A.; Kennedy, R. D.; Halim, M.; So, M.; Rubin, Y.; Tolbert, S.; Schwartz, B. “Using Pentaarylfullerenes to Understand Network Formation in Conjugated Polymer-Based Bulk-Heterojunction Solar Cells”, J. Phys. Chem. C, 2011, 115, 22563–22571.
  • Kurihara, H.; Iiduka, Y.; Rubin, Y.; Waelchli, M.; Mizorogi, N.; Slanina, Z.; Tsuchiya, T.; Nagase, S.; Akasaka, T. “Unexpected Formation of a Sc3C2@C80 Bisfulleroid Derivative”, J. Am. Chem. Soc. 2012, 134, 4092–4095.
  • Kennedy, R. D.; Halim, M.; Khan, S.I.; Schwartz, B.; Tolbert, S.; Rubin, Y. “Crystal-Packing Motifs for a Series of 6,9,12,15,18-Pentaaryl-1-hydro[60]fullerenes”, Chem. Eur. J. 2012, 18, 7418–7433.
  • Clark, A. P.-Z.; Shi, C.; Ng, B. C.; Wilking, J. N.; Ayzner, A. L.; Stieg, A. Z.; Schwartz, B. J.; Mason, T. G.; Rubin, Y.; Tolbert, S. H. “Self-Assembling Semiconducting Polymers—Rods and Gels from Electronic Materials”, ACS Nano 2013, 7, 962–977.
  • Aguirre, J. C.; Arntsen, C.; Hernandez, S.; Huber, R.; Nardes, A. M.; Halim, M.; Kilbride, D.; Rubin, Y.; Tolbert, S. H.; Kopidakis, N.; Schwartz, B. J.; Neuhauser, D.  “Understanding Local and Macroscopic Electron Mobilities in the Fullerene Network of Conjugated Polymer-based Solar Cells: Time-Resolved Microwave Conductivity and Theory”, Adv. Funct. Mat. 2013, 24, 784–792.
  • Yamada, M.; Muto, Y.; Kurihara, H.; Slanina, Z.; Suzuki, M.; Maeda, Y.; Rubin, Y.; Olmstead, M.; Balch, A.; Nagase, S.; Lu, X.; Akasaka, T.  “Regioselective Cage Opening of La2@D2(10611)-C72 with 5,6-Diphenyl-3-(2-pyridyl)-1,2,4-triazine”, Angew. Chem. Int. Ed. 2014, 54, 2232–2235.
  • Aguirre, J. C.; Ferreira, A.; Ding, H.; Jenekhe, S. A.; Kopidakis, N.; Asta, M.; Pilon, L.; Rubin, Y.; Tolbert, S. H.; Schwartz, B. J.; Dunn, B.; Ozolins, V.  “Panoramic View of Electrochemical Pseudocapacitor and Organic Solar Cell Research in Molecularly Engineered Energy Materials (MEEM)”, J. Phys. Chem. C 2014, 118, 19505–19523.
  • Aguirre, J. C.; Arntsen, C.; Hernandez, S.; Huber, R.; Nardes, A. M.; Halim, M.; Kilbride, D.; Rubin, Y.; Tolbert, S. H.; Kopidakis, N.; Schwartz, B. J.; Neuhauser, D.  “Understanding Local and Macroscopic Electron Mobilities in the Fullerene Network of Conjugated Polymer-based Solar Cells: Time-Resolved Microwave Conductivity and Theory”, Adv. Funct. Mat. 2014, 24, 784–792.
  • Huber, R. C.; Ferreira, A. S.; Thompson, R.; Kilbride, D.; Knutson, N. S.; Sudha Devi, L.; Toso, D. B.; Zhou, Z. H.; Rubin, Y.; Schwartz, B. J.; Tolbert, S. H. “Long-Lived Photoinduced Polaron Formation in Conjugated Polyelectrolyte/Fullerene Assemblies”, Science 2015, 348, 1340-1343. UCLA Newsroom highlight: UCLA chemists devise technology that could transform solar energy storage
  • Yue Wang, Jaime A. Torres, Adam Z. Stieg, Shan Jiang, Michael T. Yeung, Yves Rubin, Santanu Chaudhuri, Xiangfeng Duan, and Richard B. Kaner  “Graphene-Assisted Solution Growth of Vertically Oriented Organic Semiconducting Single Crystals”, ACS Nano, 2015, 9, 9486–9496.
  • Shaohua Huang, Guangye Zhang, Nicholas S. Knutson, Matthew T. Fontana, Rachel C. Huber, Amy S. Ferreira, Sarah H. Tolbert, Benjamin J. Schwartz, and Yves Rubin  “Beyond PCBM: Methoxylated 1,4-Bisbenzyl[60]fullerene Adducts for Efficient Organic Solar Cells”, J. Mater. Chem. A 2016, 4, 416-424.
  • Huber, R. C.; Ferreira, A. S.; Aguirre, J. C.; Kilbride, D.; Toso, D. B.; Mayoral, K.; Zhou, Z. H.;  Kopidakis, N.; Rubin, Y.; Schwartz, B. J.; Mason, T. G.; Tolbert, S. H.* “Structure and Conductivity of Semiconducting Polymer Hydrogels”, J. Phys. Chem. B  2016, 120, 6215–6224.
  • Suzuki, M.; Guo, Z.; Tahara, K.; Khosrowabadi Kotyk, J. F.; Nguyen, H.; Gotoda, J.; Iritani, K.; Rubin, Y.; Tobe, Y.*  “Self-Assembled Dehydro[24]annulene Monolayers at the Liquid/Solid Interface: Towards On-Surface Synthesis of Tubular π-Conjugated Nanowires”, Langmuir  2016, 32, 5532–5541.
  • Mitsuharu Suzuki, Juliet F. Khosrowabadi Kotyk, Saeed I. Khan, and Yves Rubin*  “Directing the Crystallization of Dehydro[24]annulenes into Supramolecular Nanotubular Scaffolds”, J. Am. Chem. Soc. 2016, 138, 5939–5956.
  • Robert S. Jordan, Yue Wang, Ryan D. McCurdy, Michael T. Yeung, Kristofer L. Marsh, Saeed I. Khan, Richard B. Kaner, and Yves Rubin*  “Synthesis of Graphene Nanoribbons via the Topochemical Polymerization and Subsequent Aromatization of a Diacetylene Precursor”, Chem 2016, 1, 78–90.Preview article for our publication above:  Paul J. Evans, Nazario Martín* “Graphene Nanoribbons via Crystal Engineering”, Chem 2016, 1, 16–18.
  • Robert S. Jordan and Yves Rubin*  “The Allure of Metallic Stripes: Single-Sized Narrow Ribbons of Graphene”, Chem 2017, 2, 11–19.
  • Robert S. Jordan , Yolanda L. Li, Cheng-Wei Lin, Ryan D. McCurdy, Janice B. Lin , Jonathan L. Brosmer , Kristofer L. Marsh, Saeed I. Khan, K. N. Houk , Richard B. Kaner , and Yves Rubin*  “Synthesis of N = 8 Armchair Graphene Nanoribbons from Four Distinct Polydiacetylenes”, J. Am. Chem. Soc. 2017, 139, 15878–15890.
  • Erik Peter Farr, Matthew T. Fontana, Chen-Chen Zho, Peiqi Wu, Yolanda L. Li, Nicholas Knutson, Yves Rubin, and Benjamin J. Schwartz  “Bay-Linked Perylenediimides are Two Molecules in One: Insights From Ultrafast Spectroscopy, Temperature Dependence, and TD-DFT Calculations”, J. Phys. Chem. C. 2019, 123, 2127–2138.
  • Yolanda L. Li, Chih-Te Zee, Janice B. Lin, Victoria M. Basile, Mit Muni, Maria D. Flores, Julen Munárriz, Richard B. Kaner, Anastassia N. Alexandrova, K. N. Houk, Sarah H. Tolbert, and Yves Rubin “Fjord-Edge Graphene Nanoribbons with Site-Specific Nitrogen Substitution”, J. Am. Chem. Soc. 2020, 142, 18093–18102.