메뉴 건너뛰기




Volumn 122, Issue 10, 2000, Pages 2329-2338

Competition between S(N)2 and single electron transfer reactions as a function of steric hindrance illustrated by the model system alkylCl + NO-

Author keywords

[No Author keywords available]

Indexed keywords

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION KINETICS; CHEMICAL STRUCTURE; CRYSTAL STRUCTURE; ELECTRON TRANSPORT; REACTION ANALYSIS; STRUCTURE ANALYSIS;

EID: 0041025025     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja993467m     Document Type: Article
Times cited : (24)

References (58)
  • 7
    • 0343592537 scopus 로고    scopus 로고
    • note
    • 4b
  • 18
    • 77956772881 scopus 로고
    • Single Electron Transfer and Nucleophilic Substitution
    • Bethel, D., Ed.; Academic Press: New York
    • Savéant, J.-M. Single Electron Transfer and Nucleophilic Substitution. In Advances in Physical Organic Chemistry; Bethel, D., Ed.; Academic Press: New York, 1990; Vol. 26, pp 1-130.
    • (1990) Advances in Physical Organic Chemistry , vol.26 , pp. 1-130
    • Savéant, J.-M.1
  • 20
    • 5244308775 scopus 로고
    • A General Approach to Organic Reactivity: The Configuration Mixing Model
    • Bethel, D., Ed.; Academic Press: New York
    • (b) Pross, A. A General Approach to Organic Reactivity: The Configuration Mixing Model. In Advances in Physical Organic Chemistry; Bethel, D., Ed.; Academic Press: New York, 1985; Vol. 21, pp 99-196.
    • (1985) Advances in Physical Organic Chemistry , vol.21 , pp. 99-196
    • Pross, A.1
  • 21
    • 0342722594 scopus 로고    scopus 로고
    • note
    • 11b,c
  • 25
    • 0343592525 scopus 로고    scopus 로고
    • For recent reviews, see refs 13b and c
    • (a) For recent reviews, see refs 13b and c.
  • 33
    • 0342287475 scopus 로고    scopus 로고
    • note
    • (a) For general analyses of mechanism bifurcation see refs 15b-g.
  • 40
    • 0342722581 scopus 로고    scopus 로고
    • note
    • 4.
  • 42
    • 0342287473 scopus 로고    scopus 로고
    • note
    • 17b showed that the two methods reproduce correctly the experimental activation energies but that the COSMO method gives more reliable results when dealing with solvation along the whole reaction profile.
  • 44
    • 0343157024 scopus 로고    scopus 로고
    • note
    • As discussed later, the transition states are connected with reactant and product clusters that are more stable than the separated molecules. We nevertheless omit these clusters in the representation given in Figure 1 so as to make the total activation free enthalpies appear on the diagrams.
  • 45
    • 0343592516 scopus 로고    scopus 로고
    • note
    • N2 transition state is thus higher in energy than the corresponding reactant cluster in all cases. Solvation makes all reactant clusters higher in energy than the separated reactants. This the reason that we did not show their geometric and energetic characteristics in Figure 1.
  • 46
    • 0342287467 scopus 로고    scopus 로고
    • note
    • For the following reasons: The C- -Nu bonded interaction varies from weak for the rear-side attack to nil from the front-side attack. Because of their respective energies, the weight in the average varies from maximal to minimal from the latter to the former. Combination of the two factors leads to the conclusion that the overall C- -Nu bonded interaction may be neglected.
  • 55
    • 0342722576 scopus 로고    scopus 로고
    • note
    • 1/2 (β is the skew angle between the axes).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.