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Volumn 39, Issue 44, 1998, Pages 8121-8124

Synthesis of cyclic sulfides by nickel complexes catalyzed electroreduction of unsaturated thioacetates and thiosulfonates

Author keywords

[No Author keywords available]

Indexed keywords

CYCLIC SULFIDE; NICKEL; THIOACETIC ACID; THIOL DERIVATIVE; THIOSULFONATE; UNCLASSIFIED DRUG;

EID: 0032578816     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01802-4     Document Type: Article
Times cited : (24)

References (25)
  • 5
    • 0013424606 scopus 로고
    • 2. The articles published prior to 1987 have been reviewed in a) Vedejs, E., Krafft; G. A. Tetrahedron 1982, 38, 2857-2881;
    • (1982) Tetrahedron , vol.38 , pp. 2857-2881
    • Vedejs, E.1    Krafft, G.A.2
  • 17
    • 85038553362 scopus 로고    scopus 로고
    • The nickel complexes used as catalysts are shown below. (formula presented) All complexes are stable and can be stored at ambient temperature for several years. The cyclic voltammetric behaviors of Ni(II)(bae) and Ni(II)(salen) in the presence of thioacetate 1a suggested that these complexes would transfer an electron to 1a but not to ethyl 6-hydroxy-2-hexynoate, though both 1a and the hexynoate exhibit each reductive peak at the similar potential, around -2.30 V vs. SCE. The detailed procedures of cyclic voltammetry are available in the literatures shown below.
    • 9. The nickel complexes used as catalysts are shown below. (formula presented) All complexes are stable and can be stored at ambient temperature for several years. The cyclic voltammetric behaviors of Ni(II)(bae) and Ni(II)(salen) in the presence of thioacetate 1a suggested that these complexes would transfer an electron to 1a but not to ethyl 6-hydroxy-2-hexynoate, though both 1a and the hexynoate exhibit each reductive peak at the similar potential, around -2.30 V vs. SCE. The detailed procedures of cyclic voltammetry are available in the literatures shown below.
  • 20
    • 85038543136 scopus 로고    scopus 로고
    • note
    • 4, r. t.
  • 21
    • 85038541942 scopus 로고    scopus 로고
    • note
    • 2) The stereochemical assignments of 2a and 2j were done based on NOE difference spectroscopy. The minor isomer of 2a did not show the enhancement. (formula presented)
  • 22
    • 0344361923 scopus 로고
    • 12. Baldwin's rule , which is best applied to systems containing only first row elements, indicates that 4-exo-dig cyclizations in nucleophilic ring closure are disfavored processes. Baldwin, J. E. J. Chem. Soc., Chem. Commun. 1976, 734-736.
    • (1976) J. Chem. Soc., Chem. Commun. , pp. 734-736
    • Baldwin, J.E.1
  • 23
    • 85038547433 scopus 로고    scopus 로고
    • The ring closure of the 4-pentenyl radical proceeds slowly at ordinary temperature, but there can be little doubt that it will exclusively follow the exo-mode.
    • 13. The ring closure of the 4-pentenyl radical proceeds slowly at ordinary temperature, but there can be little doubt that it will exclusively follow the exo-mode.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.