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Volumn 61, Issue 2, 1996, Pages 746-750

Substituent effects on the C-H bond dissociation energy of toluene. A density functional study

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EID: 0000134807     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo951212v     Document Type: Article
Times cited : (130)

References (87)
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    • Ibid
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    • For ground state geminal effect, see: (a) Salzner, U.; Schleyer, P. v. R. Chem. Phys. Lett. 1992, 190, 401, and references therein. (b) Apeloig, Y.; Biton, R.; Abu-Freih, A. J. Am. Chem. Soc. 1993, 115, 2522. (c) Richard, J. P.; Amyes, T.; Rice, D. J. J. Am. Chem. Soc. 1993, 115, 2523. (d) Kirmse, W.; Wonner, A.; Allen, A. D.; Tidwell, T. T. J. Am. Chem. Soc. 1992, 114, 8828. (e) Wu, Y.-D.; Kirmse, W.; Houk, K. N. J. Am Chem. Soc. 1990, 112, 4557.
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    • For ground state geminal effect, see: (a) Salzner, U.; Schleyer, P. v. R. Chem. Phys. Lett. 1992, 190, 401, and references therein. (b) Apeloig, Y.; Biton, R.; Abu-Freih, A. J. Am. Chem. Soc. 1993, 115, 2522. (c) Richard, J. P.; Amyes, T.; Rice, D. J. J. Am. Chem. Soc. 1993, 115, 2523. (d) Kirmse, W.; Wonner, A.; Allen, A. D.; Tidwell, T. T. J. Am. Chem. Soc. 1992, 114, 8828. (e) Wu, Y.-D.; Kirmse, W.; Houk, K. N. J. Am Chem. Soc. 1990, 112, 4557.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 2523
    • Richard, J.P.1    Amyes, T.2    Rice, D.J.3
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    • For ground state geminal effect, see: (a) Salzner, U.; Schleyer, P. v. R. Chem. Phys. Lett. 1992, 190, 401, and references therein. (b) Apeloig, Y.; Biton, R.; Abu-Freih, A. J. Am. Chem. Soc. 1993, 115, 2522. (c) Richard, J. P.; Amyes, T.; Rice, D. J. J. Am. Chem. Soc. 1993, 115, 2523. (d) Kirmse, W.; Wonner, A.; Allen, A. D.; Tidwell, T. T. J. Am. Chem. Soc. 1992, 114, 8828. (e) Wu, Y.-D.; Kirmse, W.; Houk, K. N. J. Am Chem. Soc. 1990, 112, 4557.
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    • For ground state geminal effect, see: (a) Salzner, U.; Schleyer, P. v. R. Chem. Phys. Lett. 1992, 190, 401, and references therein. (b) Apeloig, Y.; Biton, R.; Abu-Freih, A. J. Am. Chem. Soc. 1993, 115, 2522. (c) Richard, J. P.; Amyes, T.; Rice, D. J. J. Am. Chem. Soc. 1993, 115, 2523. (d) Kirmse, W.; Wonner, A.; Allen, A. D.; Tidwell, T. T. J. Am. Chem. Soc. 1992, 114, 8828. (e) Wu, Y.-D.; Kirmse, W.; Houk, K. N. J. Am Chem. Soc. 1990, 112, 4557.
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    • For a review of theoretical studies of silane systems, see: Apeloig, Y. In The Chemistry of Organic Silicon Compounds; Patai, S., Rappoport, Z., Eds.; Wiley: Chichester, 1989, pp 57-225.
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    • and references therein
    • 3. For recent calculations, see: (a) Wong, M. W.; Wiberg, K. B. J. Phys. Chem. 1992, 96, 668 and references therein. (b) Wu, Y.-D.; Houk, K. N. J. Org Chem. 1993, 58, 2043. We expect that the planar constraint does not affect our result very much.
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    • 3. For recent calculations, see: (a) Wong, M. W.; Wiberg, K. B. J. Phys. Chem. 1992, 96, 668 and references therein. (b) Wu, Y.-D.; Houk, K. N. J. Org Chem. 1993, 58, 2043. We expect that the planar constraint does not affect our result very much.
    • (1993) J. Org Chem. , vol.58 , pp. 2043
    • Wu, Y.-D.1    Houk, K.N.2
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    • note
    • 2 groups which cause the largest geometrical changes. The semiempirical PM3 frequency calculations indicate that the corrections to RE and TE are less than 0 2 kcal/mol.
  • 82
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    • note
    • 2Me are excluded.
  • 84
    • 85033855378 scopus 로고    scopus 로고
    • note
    • 6 positions. The same for S3/S5.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.