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Volumn 62, Issue 13, 1997, Pages 4406-4411

Reactions of 1- and 2-Halo and 1,2-Dichloroadamantanes with Nucleophiles by the SRN1 Mechanism

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EID: 0001432947     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo960965u     Document Type: Article
Times cited : (23)

References (39)
  • 1
    • 0000057584 scopus 로고
    • For reviews see (a) Rossi, R. A.; Pierini A. B.; Palacios, S. M. Adv. Free Radical Chem. (Greenwich, Conn.) 1990, 1, 193. Rossi, R. A.; Pierini, A. B.; Palacios, S. M. J. Chem. Ed. 1989, 66, 720. (b) Rossi, R. A.; Pierini A. B.; Peñéñory, A. B. The Chemistry of Functional Group, Patai, S., Rappoport, Z., Eds.,Wiley: Chichester, 1995; Supl. D2, Ch 24, p 1395.
    • (1990) Adv. Free Radical Chem. (Greenwich, Conn.) , vol.1 , pp. 193
    • Rossi, R.A.1    Pierini, A.B.2    Palacios, S.M.3
  • 2
    • 0345570372 scopus 로고
    • For reviews see (a) Rossi, R. A.; Pierini A. B.; Palacios, S. M. Adv. Free Radical Chem. (Greenwich, Conn.) 1990, 1, 193. Rossi, R. A.; Pierini, A. B.; Palacios, S. M. J. Chem. Ed. 1989, 66, 720. (b) Rossi, R. A.; Pierini A. B.; Peñéñory, A. B. The Chemistry of Functional Group, Patai, S., Rappoport, Z., Eds.,Wiley: Chichester, 1995; Supl. D2, Ch 24, p 1395.
    • (1989) J. Chem. Ed. , vol.66 , pp. 720
    • Rossi, R.A.1    Pierini, A.B.2    Palacios, S.M.3
  • 3
    • 0001300928 scopus 로고
    • Patai, S., Rappoport, Z., Eds.,Wiley: Chichester, Ch 24
    • For reviews see (a) Rossi, R. A.; Pierini A. B.; Palacios, S. M. Adv. Free Radical Chem. (Greenwich, Conn.) 1990, 1, 193. Rossi, R. A.; Pierini, A. B.; Palacios, S. M. J. Chem. Ed. 1989, 66, 720. (b) Rossi, R. A.; Pierini A. B.; Peñéñory, A. B. The Chemistry of Functional Group, Patai, S., Rappoport, Z., Eds.,Wiley: Chichester, 1995; Supl. D2, Ch 24, p 1395.
    • (1995) The Chemistry of Functional Group , Issue.SUPL. D2 , pp. 1395
    • Rossi, R.A.1    Pierini, A.B.2    Peñéñory, A.B.3
  • 28
  • 29
    • 85088076269 scopus 로고    scopus 로고
    • note
    • * MO of the 2-ClAd (1.548 eV). The calculations were carried out with the AM1 method.,
  • 31
    • 1542583159 scopus 로고    scopus 로고
    • note
    • A possibility for the formation of the reduction products is the ET from the nucleophile to the radical followed by protonation. However, although liquid ammonia is not a good hydrogen donor, radicals reacting poorly toward nucleophiles can be reduced by the solvent. As we do not have experimental evidence to favor one or the other mechanism we cannot state which of them occurs in our system.
  • 32
    • 85088078790 scopus 로고    scopus 로고
    • note
    • * MOs of both intermediates.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.