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Volumn 120, Issue 7, 1998, Pages 1523-1527

Radiolytic silylation of alkenes and alkynes by gaseous R3Si+ ions. Stereochemical evidence for the β-silyl effect

Author keywords

[No Author keywords available]

Indexed keywords

ARTICLE; CHEMICAL BOND; ISOMERISM; MOLECULAR INTERACTION; MOLECULAR STABILITY; PROTON TRANSPORT; STEREOCHEMISTRY; STRUCTURE ANALYSIS;

EID: 0032564854     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9734152     Document Type: Article
Times cited : (23)

References (48)
  • 7
    • 33845283182 scopus 로고
    • Recent examples include: (a) Lambert, J. B.; Wang, G.; Finzel, R. B.; Teramura, D. H. J. Am. Chem. Soc. 1987, 109, 7838. (b) Lambert, J. B.; Chelius, E. C. J. Am. Chem. Soc. 1990, 112, 8120. (c) Bausch, M. J.; Gong, Y. J. Am. Chem. Soc. 1994, 116, 5963. (d) Gabelica, V.; Kresge, A. J. J. Am. Chem. Soc. 1996, 118, 3838. (e) Lambert, J. B.; Liu, X. J. Organomet. Chem. 1996, 521, 203. (f) Surya Prakash, G. K.; Reddy, V. P.; Rasul, G.; Casanova, J.; Olah, G. A. J. Am. Chem. Soc. 1992, 114, 3076. (g) Siehl, H.-U.; Kaufmann, F. P.; Apeloig, Y.; Braude, V.; Danovich, D.; Berndt, A.; Stamatis, N. Angew. Chem., Int. Ed. Engl. 1991, 30, 1479. (e) Siehl, H.-U.; Kaufmann, F. P.; Hori, K. J. Am. Chem. Soc. 1992, 114, 9343.
    • (1987) J. Am. Chem. Soc. , vol.109 , pp. 7838
    • Lambert, J.B.1    Wang, G.2    Finzel, R.B.3    Teramura, D.H.4
  • 8
    • 0000710053 scopus 로고
    • Recent examples include: (a) Lambert, J. B.; Wang, G.; Finzel, R. B.; Teramura, D. H. J. Am. Chem. Soc. 1987, 109, 7838. (b) Lambert, J. B.; Chelius, E. C. J. Am. Chem. Soc. 1990, 112, 8120. (c) Bausch, M. J.; Gong, Y. J. Am. Chem. Soc. 1994, 116, 5963. (d) Gabelica, V.; Kresge, A. J. J. Am. Chem. Soc. 1996, 118, 3838. (e) Lambert, J. B.; Liu, X. J. Organomet. Chem. 1996, 521, 203. (f) Surya Prakash, G. K.; Reddy, V. P.; Rasul, G.; Casanova, J.; Olah, G. A. J. Am. Chem. Soc. 1992, 114, 3076. (g) Siehl, H.-U.; Kaufmann, F. P.; Apeloig, Y.; Braude, V.; Danovich, D.; Berndt, A.; Stamatis, N. Angew. Chem., Int. Ed. Engl. 1991, 30, 1479. (e) Siehl, H.-U.; Kaufmann, F. P.; Hori, K. J. Am. Chem. Soc. 1992, 114, 9343.
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 8120
    • Lambert, J.B.1    Chelius, E.C.2
  • 9
    • 0028459795 scopus 로고
    • Recent examples include: (a) Lambert, J. B.; Wang, G.; Finzel, R. B.; Teramura, D. H. J. Am. Chem. Soc. 1987, 109, 7838. (b) Lambert, J. B.; Chelius, E. C. J. Am. Chem. Soc. 1990, 112, 8120. (c) Bausch, M. J.; Gong, Y. J. Am. Chem. Soc. 1994, 116, 5963. (d) Gabelica, V.; Kresge, A. J. J. Am. Chem. Soc. 1996, 118, 3838. (e) Lambert, J. B.; Liu, X. J. Organomet. Chem. 1996, 521, 203. (f) Surya Prakash, G. K.; Reddy, V. P.; Rasul, G.; Casanova, J.; Olah, G. A. J. Am. Chem. Soc. 1992, 114, 3076. (g) Siehl, H.-U.; Kaufmann, F. P.; Apeloig, Y.; Braude, V.; Danovich, D.; Berndt, A.; Stamatis, N. Angew. Chem., Int. Ed. Engl. 1991, 30, 1479. (e) Siehl, H.-U.; Kaufmann, F. P.; Hori, K. J. Am. Chem. Soc. 1992, 114, 9343.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 5963
    • Bausch, M.J.1    Gong, Y.2
  • 10
    • 0029886658 scopus 로고    scopus 로고
    • Recent examples include: (a) Lambert, J. B.; Wang, G.; Finzel, R. B.; Teramura, D. H. J. Am. Chem. Soc. 1987, 109, 7838. (b) Lambert, J. B.; Chelius, E. C. J. Am. Chem. Soc. 1990, 112, 8120. (c) Bausch, M. J.; Gong, Y. J. Am. Chem. Soc. 1994, 116, 5963. (d) Gabelica, V.; Kresge, A. J. J. Am. Chem. Soc. 1996, 118, 3838. (e) Lambert, J. B.; Liu, X. J. Organomet. Chem. 1996, 521, 203. (f) Surya Prakash, G. K.; Reddy, V. P.; Rasul, G.; Casanova, J.; Olah, G. A. J. Am. Chem. Soc. 1992, 114, 3076. (g) Siehl, H.-U.; Kaufmann, F. P.; Apeloig, Y.; Braude, V.; Danovich, D.; Berndt, A.; Stamatis, N. Angew. Chem., Int. Ed. Engl. 1991, 30, 1479. (e) Siehl, H.-U.; Kaufmann, F. P.; Hori, K. J. Am. Chem. Soc. 1992, 114, 9343.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 3838
    • Gabelica, V.1    Kresge, A.J.2
  • 11
    • 0030598725 scopus 로고    scopus 로고
    • Recent examples include: (a) Lambert, J. B.; Wang, G.; Finzel, R. B.; Teramura, D. H. J. Am. Chem. Soc. 1987, 109, 7838. (b) Lambert, J. B.; Chelius, E. C. J. Am. Chem. Soc. 1990, 112, 8120. (c) Bausch, M. J.; Gong, Y. J. Am. Chem. Soc. 1994, 116, 5963. (d) Gabelica, V.; Kresge, A. J. J. Am. Chem. Soc. 1996, 118, 3838. (e) Lambert, J. B.; Liu, X. J. Organomet. Chem. 1996, 521, 203. (f) Surya Prakash, G. K.; Reddy, V. P.; Rasul, G.; Casanova, J.; Olah, G. A. J. Am. Chem. Soc. 1992, 114, 3076. (g) Siehl, H.-U.; Kaufmann, F. P.; Apeloig, Y.; Braude, V.; Danovich, D.; Berndt, A.; Stamatis, N. Angew. Chem., Int. Ed. Engl. 1991, 30, 1479. (e) Siehl, H.-U.; Kaufmann, F. P.; Hori, K. J. Am. Chem. Soc. 1992, 114, 9343.
    • (1996) J. Organomet. Chem. , vol.521 , pp. 203
    • Lambert, J.B.1    Liu, X.2
  • 12
    • 0001067948 scopus 로고
    • Recent examples include: (a) Lambert, J. B.; Wang, G.; Finzel, R. B.; Teramura, D. H. J. Am. Chem. Soc. 1987, 109, 7838. (b) Lambert, J. B.; Chelius, E. C. J. Am. Chem. Soc. 1990, 112, 8120. (c) Bausch, M. J.; Gong, Y. J. Am. Chem. Soc. 1994, 116, 5963. (d) Gabelica, V.; Kresge, A. J. J. Am. Chem. Soc. 1996, 118, 3838. (e) Lambert, J. B.; Liu, X. J. Organomet. Chem. 1996, 521, 203. (f) Surya Prakash, G. K.; Reddy, V. P.; Rasul, G.; Casanova, J.; Olah, G. A. J. Am. Chem. Soc. 1992, 114, 3076. (g) Siehl, H.-U.; Kaufmann, F. P.; Apeloig, Y.; Braude, V.; Danovich, D.; Berndt, A.; Stamatis, N. Angew. Chem., Int. Ed. Engl. 1991, 30, 1479. (e) Siehl, H.-U.; Kaufmann, F. P.; Hori, K. J. Am. Chem. Soc. 1992, 114, 9343.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 3076
    • Surya Prakash, G.K.1    Reddy, V.P.2    Rasul, G.3    Casanova, J.4    Olah, G.A.5
  • 13
    • 33748240086 scopus 로고
    • Recent examples include: (a) Lambert, J. B.; Wang, G.; Finzel, R. B.; Teramura, D. H. J. Am. Chem. Soc. 1987, 109, 7838. (b) Lambert, J. B.; Chelius, E. C. J. Am. Chem. Soc. 1990, 112, 8120. (c) Bausch, M. J.; Gong, Y. J. Am. Chem. Soc. 1994, 116, 5963. (d) Gabelica, V.; Kresge, A. J. J. Am. Chem. Soc. 1996, 118, 3838. (e) Lambert, J. B.; Liu, X. J. Organomet. Chem. 1996, 521, 203. (f) Surya Prakash, G. K.; Reddy, V. P.; Rasul, G.; Casanova, J.; Olah, G. A. J. Am. Chem. Soc. 1992, 114, 3076. (g) Siehl, H.-U.; Kaufmann, F. P.; Apeloig, Y.; Braude, V.; Danovich, D.; Berndt, A.; Stamatis, N. Angew. Chem., Int. Ed. Engl. 1991, 30, 1479. (e) Siehl, H.-U.; Kaufmann, F. P.; Hori, K. J. Am. Chem. Soc. 1992, 114, 9343.
    • (1991) Angew. Chem., Int. Ed. Engl. , vol.30 , pp. 1479
    • Siehl, H.-U.1    Kaufmann, F.P.2    Apeloig, Y.3    Braude, V.4    Danovich, D.5    Berndt, A.6    Stamatis, N.7
  • 14
    • 0001116319 scopus 로고
    • Recent examples include: (a) Lambert, J. B.; Wang, G.; Finzel, R. B.; Teramura, D. H. J. Am. Chem. Soc. 1987, 109, 7838. (b) Lambert, J. B.; Chelius, E. C. J. Am. Chem. Soc. 1990, 112, 8120. (c) Bausch, M. J.; Gong, Y. J. Am. Chem. Soc. 1994, 116, 5963. (d) Gabelica, V.; Kresge, A. J. J. Am. Chem. Soc. 1996, 118, 3838. (e) Lambert, J. B.; Liu, X. J. Organomet. Chem. 1996, 521, 203. (f) Surya Prakash, G. K.; Reddy, V. P.; Rasul, G.; Casanova, J.; Olah, G. A. J. Am. Chem. Soc. 1992, 114, 3076. (g) Siehl, H.-U.; Kaufmann, F. P.; Apeloig, Y.; Braude, V.; Danovich, D.; Berndt, A.; Stamatis, N. Angew. Chem., Int. Ed. Engl. 1991, 30, 1479. (e) Siehl, H.-U.; Kaufmann, F. P.; Hori, K. J. Am. Chem. Soc. 1992, 114, 9343.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 9343
    • Siehl, H.-U.1    Kaufmann, F.P.2    Hori, K.3
  • 34
    • 0040540357 scopus 로고
    • The ambiguity between a symmetrical cyclic intermediate and an open structure, whereby the electronic interaction of a neighboring group with the vacant orbital of a β positive site inhibits C-C bond rotation, is frequently met in solution chemistry and is also found in gas-phase reactions, for example: (a) Fornarini, S.; Sparapani, C.; Speranza, M. J. Am. Chem. Soc. 1988, 110, 34. (b) Fornarini, S.; Sparapani, C.; Speranza, M. J. Am. Chem. Soc. 1988, 110, 42.
    • (1988) J. Am. Chem. Soc. , vol.110 , pp. 34
    • Fornarini, S.1    Sparapani, C.2    Speranza, M.3
  • 35
    • 0003327355 scopus 로고
    • The ambiguity between a symmetrical cyclic intermediate and an open structure, whereby the electronic interaction of a neighboring group with the vacant orbital of a β positive site inhibits C-C bond rotation, is frequently met in solution chemistry and is also found in gas-phase reactions, for example: (a) Fornarini, S.; Sparapani, C.; Speranza, M. J. Am. Chem. Soc. 1988, 110, 34. (b) Fornarini, S.; Sparapani, C.; Speranza, M. J. Am. Chem. Soc. 1988, 110, 42.
    • (1988) J. Am. Chem. Soc. , vol.110 , pp. 42
    • Fornarini, S.1    Sparapani, C.2    Speranza, M.3


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