메뉴 건너뛰기




Volumn 137, Issue 18, 2015, Pages 5855-5858

Cobalt Catalyzed Z -Selective Hydroboration of Terminal Alkynes and Elucidation of the Origin of Selectivity

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; CATALYSTS; COBALT; ESTERIFICATION; ESTERS; HYDROCARBONS; REACTION RATES;

EID: 84929377738     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/jacs.5b00936     Document Type: Article
Times cited : (220)

References (51)
  • 49
    • 84929366528 scopus 로고    scopus 로고
    • The lower Z / E selectivity results from slow catalyst initiation to form compound 3 and generates a small amount of a Co-H leading to the (E) isomer. The position of the deuterium in the (E)-vinylboronate ester product implies that the (E) isomer resulted from a Co-H rather than the isomerization of 5-Pro-(Z) to 5 - Pro-(E).
    • The lower Z / E selectivity results from slow catalyst initiation to form compound 3 and generates a small amount of a Co-H leading to the (E) isomer. The position of the deuterium in the (E)-vinylboronate ester product implies that the (E) isomer resulted from a Co-H rather than the isomerization of 5-Pro-(Z) to 5-Pro-(E).
  • 50
    • 84929366529 scopus 로고    scopus 로고
    • The 85:15 ratio was determined from the 1H NMR spectrum of the benzene- d 6 solution of the isomers of 5. Upon quenching with DCl, the (Z):(E) ratio of the resulting organic product was measured by GC (the small GC response factor variations in the (Z) and (E) vinylboronate esters were not corrected) to be 80:20. Analyzing the organic product by quantitative 13C NMR spectroscopy revealed a 75:25 ratio. We believe that this slight discrepancy in the isomeric ratio is not due to isomerization but rather due to the use of different analytical methods to determine the ratio.
    • The 85:15 ratio was determined from the 1H NMR spectrum of the benzene- d 6 solution of the isomers of 5. Upon quenching with DCl, the (Z):(E) ratio of the resulting organic product was measured by GC (the small GC response factor variations in the (Z) and (E) vinylboronate esters were not corrected) to be 80:20. Analyzing the organic product by quantitative 13C NMR spectroscopy revealed a 75:25 ratio. We believe that this slight discrepancy in the isomeric ratio is not due to isomerization but rather due to the use of different analytical methods to determine the ratio.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.