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Volumn 23, Issue 8, 2004, Pages 1738-1746

Aqueous Phase Organometallic Catalysis Using (MeCp) 2Mo(OH) (H 2O +. Intramolecular Attack of Hydroxide on Organic Substrates

Author keywords

[No Author keywords available]

Indexed keywords

ORGANIC SUBSTRATES; ORGANOMETALLIC CATALYSIS;

EID: 2342430310     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om0342558     Document Type: Article
Times cited : (50)

References (52)
  • 32
    • 2342445917 scopus 로고    scopus 로고
    • note
    • 5-containing molecule).
  • 49
    • 2342424297 scopus 로고    scopus 로고
    • note
    • At high concentrations of NaMOPS, it is possible that the concentration of monomeric catalyst 1 would decrease due to an equilibrium shift due to salt effects. However, this was not observed with the concentrations of buffer used in this experiment.
  • 50
    • 2342427289 scopus 로고    scopus 로고
    • note
    • In fact, the formation of the cyclic intermediate with amide substrates seems to be preventing amide hydrolysis. Interestingly, although catalyst 1 hydrolyzes difficult substrates such as phosphate esters and hydrates nitriles, the hydrolysis of amides was not observed under any reaction conditions used in this study. It does not seem plausible that hindrance of amide coordination to the catalyst is the problem because amide coordination is a noted inhibitor of nitrile hydrolysis (see ref 3). Therefore, the intramolecular hydroxide attack (to form the four-membered cyclic species) would seem to be problematic. The absence of amide hydrolysis by 1 counters the common belief that the hydrolysis behavior of carboxylic esters (particularly activated esters) can be used as models for amide hydrolysis by peptidases (see ref 10).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.