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Volumn 79, Issue 24, 2014, Pages 12191-12196

Hydroesterification of alkenes with sodium formate and alcohols promoted by cooperative catalysis of Ru3(CO)12 and 2-pyridinemethanol

Author keywords

[No Author keywords available]

Indexed keywords

CARBON MONOXIDE; CATALYSIS; HYDROCARBONS;

EID: 84919625243     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo501828j     Document Type: Article
Times cited : (43)

References (41)
  • 2
    • 84919613281 scopus 로고
    • The Synthesis of Carboxylic Acids and Esters and Their Derivatives
    • Patai, S., Ed.; John Wiley & Sons: Chichester, U.K.
    • (b) Ogliaruso, M. A.; Wolfe, J. F. The Synthesis of Carboxylic Acids and Esters and Their Derivatives. In Acid Derivatives, Vol. 1; Patai, S., Ed.; John Wiley & Sons: Chichester, U.K., 1979.
    • (1979) Acid Derivatives , vol.1
    • Ogliaruso, M.A.1    Wolfe, J.F.2
  • 31
    • 84919613280 scopus 로고    scopus 로고
    • note
    • For comparison, when the reaction was carried out without sodium formate, a 15% yield of 6a was obtained (based on presumed 1). This result implies that a part of the carbonyl in 6a comes from 4a.
  • 32
    • 84919613279 scopus 로고    scopus 로고
    • note
    • 12 catalyst did not take place at all. On the basis of this result, it can be concluded that the mechanism does not involve the formation of 2-pyridinylmethyl formate.
  • 33
    • 84919613278 scopus 로고    scopus 로고
    • note
    • -1.
  • 35
    • 84919613277 scopus 로고    scopus 로고
    • note
    • (a) Sodium hydroxide generated from 1 was determined by measuring the pH of the aqueous solution before and after heating at 170 °C for 1 h; the initial pH of 6.9 increased to 9.1 after the reaction.
  • 36
    • 84919613276 scopus 로고    scopus 로고
    • note
    • (b) The pH of the reaction mixture was measured during the reaction; the pH of 6.52 at the initial stage gradually increased to 10.74 after 4 h.
  • 37
  • 38
    • 84919613275 scopus 로고    scopus 로고
    • note
    • When excess amounts (10 equiv) of isopropyl alcohol (3j) and tert-butyl alcohol (3k) were used in this hydroesterification, the yields of 6j and 6k were only marginally increased to 15% and 7%, respectively.
  • 39
    • 84919613274 scopus 로고    scopus 로고
    • note
    • The stereochemistry of ester 6o was determined after conversion to the corresponding benzyl ester by comparison with known data in ref 4c.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.