RUBIN  GROUP  PUBLICATIONS

 

*  = Publications resulting from research before appointment to faculty position

 (1)*   Rubin, Y.; Dick, K.; Diederich, F.; Georgiadis, T. M. J. Org. Chem. 1986 , 51 , 3270-3278.  (resulting from undergraduate research)

 

         “Chiral Recognition in Aqueous Solution. Search for Water-Soluble Chiral Hosts with Apolar Binding Sites”

 (2)*   Diederich, F.; Rubin, Y.; Knobler, C. B.; Whetten, R. L.; Schriver, K. E.; Houk, K. N.; Li, Y. Science   1989 , 245 , 1088-1090.

 

         “All-Carbon Molecules:  Evidence for the Generation of Cyclo[18]carbon from a Stable Organic Precursor”

 (3)*   Rubin, Y.; Diederich, F. J. Am. Chem. Soc. 1989 , 111 , 6870-6871.

 

         “Precursors to the Cyclo[n]carbons:  [4n+2]- and [4n]Annulenes with Unusual Stabilities”

 (4)*   Rubin, Y.; Knobler, C. B.; Diederich, F. J. Am. Chem. Soc. 1990 , 112 , 1607-1617.

 

         “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 Cyclobutenodehydroannulenes and Higher Oxides of Carbon”

 (5)*   Li, Y.; Rubin, Y.; Diederich, F.; Houk, K. N. J. Am. Chem. Soc. 1990 , 112 , 1618-1623.

 

         “Electronic and Structural Properties of the Cyclobutenodehydroannulenes”

6)*     Rubin, Y.; Knobler, C. B.; Diederich, F. J. Am. Chem. Soc. 1990 , 112 , 4966-4968.

 

         “Synthesis and Crystal Structure of a Stable Hexacobalt Complex of Cyclo[18]carbon”

7)*     Rubin, Y., Kahr, M.; Knobler, C. B.; Diederich, F.; Wilkins, C. L. J. Am. Chem. Soc. 1991 , 113 , 495-500.

 

         “The Higher Oxides of Carbon C 8n O 2n (n = 3-5):  Synthesis, Characterization and X-ray Crystal Structure.  Formation of Cyclo[n ]carbon Ions C n + (n = 18, 24) and C n – (n = 18, 24, 30), and Higher Carbon Ions Including C 60 + in Laser Desorption Fourier Transform Mass Spectrometric Experiments”

8)*     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. J. Phys. Chem. 1990 , 94 , 8630-8633.

 

         “Characterization of the Soluble All-Carbon Molecules C 60 and C 70 ”

9)*     Arbogast, J. W.; Darmanyan, A. P.; Foote, C. S.; Rubin, Y.; Diederich, F.; Alvarez, M. M.; Anz, S. J.; Whetten, R. L. J. Phys. Chem. 1991 , 95 , 11-12.

 

         “Photophysical Properties of C 60 ”

10)*   Allemand, P.-M.; Koch, A.; Wudl, F.; Rubin, Y.; Diederich, F.; Alvarez, M. M.; Anz, S. J.; Whetten, R. L. J. Am. Chem. Soc. 1991 , 113 , 1050-1051.

 

         “Two Different Fullerenes Have the Same Cyclic Voltammetry”

11)*   Allemand, P.-M.; Srdanov, G.; Koch, A.; Khemani, K.; Wudl, F.; Rubin, Y.; Diederich, F.; Alvarez, M. M.; Anz, S. J.; Whetten, R. L. J. Am. Chem. Soc. 1991 , 113 , 2780-2781.

 

         “The Unusual Electron Spin Resonance of Fullerene C 60 •– ”

12)*   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. Science   1991 , 252 , 548-551.

 

         “The Higher Fullerenes:  Isolation and Characterization of C 76 , C 84 , C 90 , C 94 , and C 70 O, an Oxide of D 5h -C 70 ”

13)*   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. Science   1991 , 253 , 171-173.

 

         “Atomic Force Microscope Studies of Fullerene Films:  Highly Stable C 60 fcc (311) Free Surfaces”

14)*   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. J. Phys. Chem. 1991 , 95 , 4709-4712.

 

         “X-Ray Diffraction and Electron Spectroscopy of Epitaxial Molecular C 60 Films”

15)*   Rubin, Y.; Knobler, C. B.; Diederich, F. Angew. Chem. 1991 , 103 , 708-710; Angew. Chem. Int. Ed. Engl. 1991 , 30 , 698-700.

 

         “Tetraethynylethene”

16)*   Rubin, Y.; Lin, S. S.; Knobler, C. B.; Anthony, J.; Boldi, A. M.; Diederich, F. J. Am. Chem. Soc. 1991 , 113 , 6943-6949.

 

         “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”

17)*   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. Mat. Res. Soc. Symp. Proc. 1991 , 206 , 639-650. 

 

         “Spectroscopic and Photophysical Properties of the Soluble Cn Molecules, n = 60, 70, 76/78, 84”

18)*   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 ). 

19)    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.

20)    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.

21)*   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 )

22)    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.

23)    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.

24)    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.

25)*   Diederich F.; Rubin Y.; Chapman, O. L.; Goroff N. S. “Synthetic Routes to the Cyclo[n ]carbons”, Helv. Chim. Acta 1994 , 77 , 1441-1457.

26)    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.

27)    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 )

28)*   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.

29)    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.

30)    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.

31)    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.

32)    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 )

33)    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.

34)    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.

35)    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.

36)    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 (C 60 ) for the Study of Intramolecular Electron and Energy Transfer Processes”, J. Org. Chem. 1996 , 61 , 5032-5054.

37)    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.

38)    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.

39)    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.

40)    Anthony, J. E.; Khan, S. I.; Rubin, Y. “1,3,5 / 2,4,6–Differentiated Hexaalkynylbenzenes:  Absorption and Fluorescence Properties of a D 3h –Symmetric Donor–Substituted System”, Tetrahedron Lett. 1997 , 38 , 3499-3502.

41)    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 )

42)    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 )

43)    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 )

44)    Rubin, Y. “Organic Approaches to Endohedral Metallofullerenes:  Cracking Open or Zipping Up Carbon Shells ?”, Chem. Eur. J. , 1997 , 3 , 1009-1016.  (invited Concepts section)

45)    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.

46)*   Klicic, J.; Rubin, Y.; Breslow, R.  “Approaches to Stable Cyclopropenyl Anions:  tris-1,2,3-p-Nitrophenylcyclopropene”, Tetrahedron 1997 , 53 , 4129-4136.

47)    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.

48)    Solooki, D.; Parker, T. C.; Khan, S. I.; Rubin, Y. “Synthesis and Redox Properties of Tetraethynyl Tetrathiafulvalenes”, Tetrahedron Lett. 1998 , 39 , 1327-1330.

49)    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.

50)    Rubin, Y.; Kawamura, Y.; Lamparth, I.; Parker, T. C. “Chemistry and Reactivity of Fullerenes”, in World of Carbon Book Series, Ajayan, P. Ed.; Gordon & Breach Publishers, 1999 , Vol.2, in press .  (Book chapter )

51)*   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.

52)    Rubin, Y. “Functionalization Studies of C60 and Synthetic Approaches to Endohedral Metallofullerenes”, Chimia   1998 , 52 , 118-126.

53)    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.

54)    Rubin, Y. “Ring Opening Reactions of Fullerenes:  Designed Approaches to Endohedral Metal Complexes”; Top. Curr. Chem. 1999 , 199 , 67-91.

55)    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.

56)    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 T h and a Novel D 3 -Symmetry”; J. Am. Chem. Soc. 1999 , 121 , 3246-324 7.

57)    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.

58)    Qian, W.; Rubin, Y. “Towards Six-Fold Functionalization of Fullerene C60 with Totally Adressable Icosahedral Sites”, Angew. Chem. Int. Ed. Engl. 1999 , 38 , 2356-2360.

59)    Schick, G.; Jarrosson, T.; Rubin, Y. “Formation of an Effective Opening within the Fullerene Core of C 60 by an Unusual Reaction Sequence”, Angew. Chem. Int. Ed. Engl. 1999 , 38 , 2360-2363.

60)    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 .

61)    Levitus, M.; Schick, G.; Lunkwitz, R.; Rubin, Y.; Garcia-Garibay, M. A. “Photophysical Properties of Hexapyrrolidine C 60 Adducts with T h and D 3 Symmetry:  Protonation of Multiple Basic Sites”, J. Photochem. Photobiol. A 1999 , 127 , 13-19.

62)    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 C