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Journal of the American Chemical Society

Volumn 122, Issue 42, 2000, Pages 10405-10417

Evidence for intramolecular N-H···O resonance-assisted hydrogen bonding in β-enaminones and related heterodienes. A combined crystal-structural, IR and NMR spectroscopic, and quantum-mechanical investigation

(4) Gilli, P a Bertolasi, V a Ferretti, V a Gilli, G a

a UNIVERSITY OF FERRARA (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

ALKADIENE; ENAMINE;

ARTICLE; CRYSTAL STRUCTURE; HYDROGEN BOND; MOLECULAR INTERACTION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; QUANTUM MECHANICS;

EID: 0034715461 PISSN: 00027863 EISSN: None Source Type: Journal
DOI: 10.1021/ja000921+ Document Type: Article

Times cited : (502)

References (103)

1
- 0000977472
- (1972) Struct. Bond. , vol.12 , pp. 141
- Speakman, J.C.¹

2
- 84981945453
- (1971) Angew. Chem., Int. Ed. Engl. , vol.10 , pp. 147
- Huggins, M.L.¹

3
- 0542406372
- (1980) Chem. Soc. Rev. , vol.9 , pp. 91
- Emsley, J.¹

4
- 0003766353
- Springer-Verlag: Berlin
- (1991) Hydrogen Bonding in Biological Structures
- Jeffrey, G.A.¹ Saenger, W.²

5
- 0003914038
- Oxford University Press New York
- (1997) An Introduction to Hydrogen Bonding
- Jeffrey, G.A.¹

6
- 84951387066
- (1995) Cryst. Rev. , vol.4 , pp. 213
- Jeffrey, G.A.¹

7
- 0026544171
- (1992) Biochemistry , vol.31 , pp. 317
- Cleland, W.W.¹

8
- 0028030684
- (1994) Science , vol.264 , pp. 1887
- Cleland, W.W.¹ Kreevoy, M.M.²

9
- 0032475836
- (1998) J. Biol. Chem. , vol.273 , pp. 25529
- Cleland, W.W.¹ Frey, P.A.² Gerlt, J.A.³

10
- 0028040716
- (1994) Science , vol.264 , pp. 1927
- Frey, P.A.¹ Whitt, S.A.² Tobin, J.B.³

11
- 0029040169
- (1995) Science , vol.269 , pp. 102
- Warshel, A.¹ Papazyan, A.² Kollman, P.A.³

12
- 0029926948
- (1996) Science , vol.272 , pp. 97
- Shan, S.-O.¹ Loh, S.² Herschlag, D.³

13
- 0029905014
- (1996) Proc. Natl. Acad. Sci. U.S.A. , vol.93 , pp. 14474
- Shan, S.-O.¹ Herschlag, D.²

14
- 0033562690
- (1999) Proteins , vol.35 , pp. 275
- Harris, T.K.¹ Mildvan, A.S.²

15
- 12044257628
- (1994) J. Am. Chem. Soc. , vol.116 , pp. 909
- Gilli, P.¹ Bertolasi, V.² Ferretri, V.³ Gilli, G.⁴

16
- 10844256940
- (1989) J. Am. Chem. Soc. , vol.111 , pp. 1023
- Gilli, G.¹ Bellucci, F.² Ferretti, V.³ Bertolasi, V.⁴

17
- 0001056635
- (1991) J. Am. Chem. Soc. , vol.113 , pp. 4917
- Bertolasi, V.¹ Gilli, P.² Ferretti, V.³ Gilli, G.⁴

18
- 0003109327
- Advances in Molecular Structure Research; Hargittai, I., Hargittai, M., Eds; JAI Press, Inc.: Greenwich, C.T.
- (1996) , vol.2 , pp. 67
- Gilli, P.¹ Ferretti, V.² Bertolasi, V.³ Gilli, G.⁴

19
- 65249123752
- (1993) Acta Crystallogr. , vol.49 B , pp. 564
- Gilli, G.¹ Bertolasi, V.² Ferretti, V.³ Gilli, P.⁴

20
- 0343570390
- (1996) Chem. Eur. J. , vol.2 , pp. 925
- Bertolasi, V.¹ Gilli, P.² Ferretti, V.³ Gilli, G.⁴

21
- 0007341939
- Fundamental Principles of Molecular Modeling; Gans, W., Amann, A., Boeyens, J.C.A., Eds.; Plenum Press: New York
- (1996)
- Gilli, P.¹ Ferretti, V.² Gilli, G.³

22
- 0034718630
- (2000) J. Mol. Struct. , vol.552 , pp. 1
- Gilli, G.¹ Gilli, P.²

23
- 0003728654
- Van Nostrand Reinhold New York
- (1971) Hydrogen Bonding
- Vinogradov, S.N.¹ Linnel, R.H.²

24
- 0000305697
- (1980) J. Am. Chem. Soc. , vol.102 , pp. 1807
- Haddon, R.C.¹

25
- 0001593634
- (1984) Struct. Bond. , vol.57 , pp. 147
- Emsley, J.¹

26
- 0000536789
- (1974) Russ. J. Phys. Chem. , vol.48 , pp. 312
- Kopteva, T.S.¹ Shigorin, D.N.²

27
- 0008028137
- (1984) J. Am. Chem. Soc. , vol.106 , pp. 1257
- Meot-Ner, M.¹

28
- 0007269563
- Molecular Structure and Energetics; Liebman, J. F., Greenberg, A., Eds.; VCH: Weinheim, Chapter 3
- (1987) , vol.4
- Meot-Ner, M.¹

29
- 0007345877
- Intermolecular Forces; Huyskens, P.L., Luck, W.A., Zeegers-Huyskens, T., Eds.; Springer-Verlag: Berlin, Chapter 1
- (1991)
- Zeegers-Huyskens, T.¹ Huyskens, P.L.²

30
- 0033603626
- (1999) J. Org. Chem. , vol.64 , pp. 4946
- Zeegers-Huyskens, T.¹

31
- 0000995427
- (1998) J. Org. Chem. , vol.63 , pp. 4611
- Chen, J.¹ McAllister, M.A.² Lee, J.K.³ Houk, K.N.⁴

32
- 0001495620
- (1982) Phys. Chem. , vol.86 , pp. 401
- Malarski, Z.¹ Rospenk, M.² Sobczyk, L.³ Grech, E.J.⁴

33
- 0007216832
- Intermolecular Forces; Huyskens, P.L., Luck, W.A., Zeegers-Huyskens, T., Eds.; Springer-Verlag: Berlin; Chapter 6
- (1991)
- Zeegers-Huyskens, T.¹

34
- 0000338697
- (1998) Ber. Bunsen-Ges. Phys. Chem. , vol.102 , pp. 377
- Sobczyk, L.¹

35
- 0032583486
- and refs 2 and 5f-
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 13366
- Reinhardt, L.A.¹ Sacksteder, K.A.² Cleland, W.W.³

36
- 0000763731
- (1954) Ark. Fys. , vol.8 , pp. 239
- Coulson, C.A.¹ Danielsson, U.²

37
- 0000552724
- (1954) Ark. Fys. , vol.8 , pp. 245
- Coulson, C.A.¹ Danielsson, U.²

38
- 0040051773
- (1951) J. Chem. Phys. , vol.19 , pp. 446
- Pimentel, G.C.¹

39
- 0000141214
- (1959) J. Chem. Phys. , vol.30 , pp. 182
- Reid, C.¹

40
- 0000887614
- (1970) J. Am. Chem. Soc. , vol.92 , pp. 6101
- Kollman, P.A.¹ Allen, L.C.²

41
- 0001250501
- (1977) J. Am. Chem. Soc. , vol.99 , pp. 2829
- Stevens, E.D.¹ Lehmann, M.S.² Coppens, P.³

42
- 0000482279
- (1995) Chem. Phys. , vol.103 , pp. 333
- King, B.F.¹ Weinhold, F.J.²

43
- 0001477338
- (1999) J. Phys. Chem. A , vol.103 , pp. 7083
- Dannenberg, J.J.¹ Haskamp, L.² Masunov, A.³

44
- 0004157499
- Oxford University Press: New York
- (1990) Atoms in Molecules: A Quantum Theory
- Bader, R.F.W.¹

45
- 0000449608
- (1995) J. Phys. Chem. , vol.99 , pp. 10130
- Flensburg, C.¹ Larsen, S.² Stewart, R.F.³

46
- 0001386474
- (1998) J. Phys. Chem. A , vol.102 , pp. 2177
- Madsen, D.¹ Flensburg, C.² Larsen, S.³

47
- 0032494444
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 10040
- Madsen, G.K.H.¹ Iversen, B.B.² Larsen, F.K.³ Kapon, M.⁴ Reisner, G.M.⁵ Herbstein, F.H.⁶

48
- 0007282814
- Personal communication
- (1998)
- Madsen, G.H.K.¹

49
- 0003767299
- Elsevier Amsterdam
- (1989) Crystal Engineering: The Design of Organic Solids
- Desiraju, G.R.¹

50
- 0003495713
- Roberts, S.M., Ed.; The Royal Society of Chemistry: Cambridge, U.K.
- (1992) Molecular Recognition: Chemical and Biochemical Problems II

51
- 0003558901
- Academic Press: Orlando FL
- (1987) Nonlinear Optical Properties of Organic Molecules and Crystals , vol.1-2
- Chemla, D.S.¹ Zyss, J.²

52
- 4244071593
- (1994) Chem. Rev. , vol.94 , pp. 2383
- MacDonald, J.C.¹ Whitesides, G.M.²

53
- 33748842545
- (1991) J. Phys. Chem. , vol.95 , pp. 4601
- Etter, M.C.¹

54
- 33748502022
- (1995) Angew. Chem., Int. Ed. Engl. , vol.34 , pp. 1555
- Bernstein, J.¹ Davis, R.E.² Shimoni, L.³ Chang, N.-L.⁴

55
- 33745394944
- (1995) Angew. Chem., Int. Ed. Engl. , vol.34 , pp. 2311
- Desiraju, G.R.¹

56
- 37049068754
- (1993) J. Chem. Soc. Perkin Trans. 2 , pp. 2223
- Bertolasi, V.¹ Ferretti, V.² Gilli, P.³ Gilli, G.⁴ Issa, Y.M.⁵ Sherif, O.E.⁶

57
- 0001692359
- (1994) New J. Chem. , vol.18 , pp. 251
- Bertolasi, V.¹ Nanni, L.² Gilli, G.³ Ferretti, V.⁴ Gilli, P.⁵ Issa, Y.M.⁶ Sherif, O.E.⁷

58
- 0033453233
- (1999) New J. Chem. , vol.23 , pp. 1261
- Bertolasi, V.¹ Gilli, P.² Ferretti, V.³ Gilli, G.⁴ Vaughan, K.⁵

59
- 0001635093
- (1979) Acta Crystallogr. , vol.35 B , pp. 2331
- Allen, F.H.¹ Bellard, S.² Brice, M.D.³ Cartwright, B.A.⁴ Doubleday, A.⁵ Higgs, H.⁶ Hummelink, T.⁷ Hummelink-Peters, B.G.⁸ Kennard, O.⁹ Motherwell, W.D.S.¹⁰ Rodgers, J.¹¹ Watson, D.G.¹²

60
- 0003653439
- Oak Ridge National Laboratory: Oak Ridge TN
- (1976) ORTEPII; Report ORNL-5138
- Johnson, C.K.¹

61
- 11344284526
- (1987) J. Chem. Soc. Perkin Trans. 2
- Allen, F.H.¹ Kennard, O.² Watson, D.G.³ Brammer, L.⁴ Orpen, A.G.⁵ Taylor, R.⁶

62
- 0001416889
- (1986) J. Am. Chem. Soc. , vol.108 , pp. 2420
- Gilli, G.¹ Bertolasi, V.² Bellucci, F.³ Ferretti, V.⁴

63
- 0001578209
- (1993) Can. J. Chem. , vol.71 , pp. 358
- Fernandez-G, J.N.¹ Enriquez, R.G.² Tobon-Cervantes, A.³ Bernal-Uruchurtu, M.I.⁴ Villena-I, R.⁵ Reynolds, W.F.⁶ Yang, J.-P.⁷

64
- 0009013162
- Stereochemical Applications of Gas-Phase Electron Diffraction; Hargittai, I., Hargittai, M., Eds.; VCH: Weinheim
- (1988) , Issue.PART B , pp. 35
- Vilkov, L.V.¹ Sadova, N.I.²

65
- 84977297476
- (1983) Acta Crystallogr. , vol.39 B , pp. 450
- Gilli, G.¹ Bertolasi, V.² Veronese, A.C.³

66
- 0007344690
- The Hydrogen Bond. Recent Developments in Theory and Experiments; Schuster, P., Zundel, G., Sandorfy, C., Eds.; North-Holland: Amsterdam, Chapter 8
- (1976) , vol.2
- Olovsson, I.¹ Jonsson, P.-G.²

67
- 6244295671
- (1998) J. Phys. Chem. A , vol.102 , pp. 7041
- Steiner, Th.¹

68
- 0033519260
- (1999) Angew. Chem., Int. Ed. Engl. , vol.38 , pp. 1239
- Overgaard, J.¹ Schiott, B.² Larsen, F.K.³ Schultz, A.J.⁴ MacDonald, J.C.⁵ Iversen, B.B.⁶

69
- 84889528444
- (1992) Acta Crystallogr. , vol.48 B , pp. 819
- Steiner, Th.¹ Saenger, W.²

70
- 33845471462
- (1984) J. Am. Chem. Soc. , vol.106 , pp. 244
- Taylor, R.¹ Kennard, O.² Versichel, W.³

71
- 33947440291
- (1947) J. Am. Chem. Soc. , vol.69 , pp. 542
- Pauling, L.¹

72
- 0003438540
- 3rd ed.; Cornell University Press: Ithaca, NY
- (1960) The Nature of the Chemical Bond , pp. 239
- Pauling, L.¹

73
- 0007288532
- note

74
- 0007344692
- note

75
- 0032558079
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 7107
- Ogawa, K.¹ Kasahara, Y.² Ohtani, Y.³ Harada, J.⁴

76
- 0007333994
- (1997) J. Chem. Soc. Perkin Trans. 2 , vol.945
- Bertolasi, V.¹ Gilli, P.² Ferretti, V.³ Gilli, G.⁴

77
- 36549093222
- (1985) J. Chem. Phys. , vol.82 , pp. 4194
- Frisch, M.J.¹ Scheiner, A.C.² Schaefer III, H.F.³ Binkley, J.S.⁴

78
- 33751157495
- (1994) J. Phys. Chem. , vol.98 , pp. 6714
- Dannenberg, J.J.¹ Rios, R.²

79
- 0000910346
- (1996) J. Chem. Soc., Faraday Trans. , vol.92 , pp. 347
- Buemi, G.¹ Zuccarello, F.²

80
- 0001729503
- (1997) Electron. J. Theor. Chem. , vol.2 , pp. 118
- Buemi, G.¹ Zuccarello, F.²

81
- 0033535860
- (1999) J. Mol. Struct. , vol.484 , pp. 75
- Filarowski, A.¹ Glowiak, T.² Koll, A.³

82
- 0003467672
- 3rd ed.; John Wiley and Sons: New York
- (1985) Advanced Organic Chemistry , pp. 40
- March, J.¹

83
- 0001740186
- (1991) Inorg. Chem. , vol.30 , pp. 4915
- Liu, S.¹ Rettig, S.J.² Orvig, C.³

84
- 0001474414
- (1949) J. Am. Chem. Soc. , vol.71 , pp. 3337
- Cromwell, N.H.¹ Miller, F.A.² Johnson, A.R.³ Frank, R.L.⁴ Wallace, D.L.⁵

85
- 0002070991
- (1998) Acta Crystallogr. , vol.54 B , pp. 50
- Bertolasi, V.¹ Gilli, P.² Ferretti, V.³ Gilli, G.⁴

86
- 0000935088
- Kynoch Press (present distributor, Kluwer Academic Publishers: Dordrecht): Birmingham, U.K.
- (1974) International Tables for X-ray Crystallography , vol.4 , pp. 149
- Cromer, D.T.¹ Waber, J.T.²

87
- 0000604488
- (1994) J. Appl. Crystallogr. , vol.27 , pp. 435
- Altomare, A.¹ Cascarano, G.² Giacovazzo, C.³ Guagliardi, A.⁴ Burla, M.C.⁵ Polidori, G.⁶ Camalli, M.⁷

88
- 0003679644
- Enraf-Nonius: Delft, The Netherlands
- (1990) MolEN. An Interactive Intelligent System for Crystal Structure Analysis
- Fair, C.K.¹

89
- 0020909036
- (1983) J. Comput. Chem. , vol.7 , pp. 95
- Nardelli, M.¹

90
- 0001117612
- (1995) J. Appl. Crystallogr. , vol.28 , pp. 659
- Nardelli, M.¹

91
- 0007214601
- XTAL3.2; University of Western Australia, Lamb Perth
- (1994)
- Hall, S.R.¹ Flack, H.D.² Stewart, J.M.³

92
- 0004150157
- University of Gottingen Germany
- (1993) SHELXL93. Program for Refinement of Crystal Structures
- Sheldrick, G.M.¹

93
- 4243857549
- (1976) Acta Crystallogr. , vol.32 B , pp. 187
- Jones, R.D.G.¹

94
- 84873055189
- Wiley-Interscience: New York; and references therein
- (1986) Ab Initio Molecular Orbital Theory
- Here, W.J.¹ Radom, L.² Schleyer, P.V.R.³ Pople, J.A.⁴

95
- 6944251055
- (1934) Phys. Rev. , vol.46 , pp. 618
- Moller, C.¹ Plesset, M.S.²

96
- 0030218597
- (1996) J. Phys. Chem. , vol.100 , pp. 12974
- Kohn, W.¹ Becke, A.D.² Parr, R.G.³

97
- 0003569570
- Oxford University Press: New York
- (1989) Density Functional Theory of Atoms and Molecules
- Parr, R.G.¹ Yang, W.²

98
- 0003398526
- Springer: Berlin
- (1990) Density Functional Theory
- Dreizler, R.M.¹ Gross, E.K.V.²

99
- 0001567507
- (1998) J. Mol. Struct. (THEOCHEM) , vol.427 , pp. 221
- Pan, Y.¹ McAllister, M.A.²

100
- 0002672779
- (1998) J. Mol. Struct. (THEOCHEM) , vol.427 , pp. 39
- McAllister, M.A.¹

101
- 0031222820
- (1997) Can. J. Chem. , vol.75 , pp. 1195
- Smallwood, C.J.¹ McAllister, M.A.²

103
- 0003444323
- 3rd ed.; Academic Press: San Diego, CA
- (1990) Introduction to Infrared and Raman Spectroscopy
- Colthup, N.B.¹ Daly, L.H.² Wiberley, S.E.³

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