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Volumn 40, Issue 30, 1999, Pages 5577-5580

A new chiral axis due to N(open-chain imide)-Ar bond: Unexpected racemization effect of an acyl group

Author keywords

N C axial chirality; Optically active compounds; Ortho substituted N,N diacylanilines; Racemization; Twisted imide

Indexed keywords

ARGON; BENZYLAMINE; CARBON 13; IMIDE; NITROGEN;

EID: 0033165942     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01078-3     Document Type: Article
Times cited : (50)

References (32)
  • 16
    • 0009645928 scopus 로고    scopus 로고
    • note
    • The optical resolution of another diacylaniline 3e bearing a bulky acyl group could not be achieved by using HPLC on a chiral stationary phase. This disappointed result could be due to decomposition of 3e by a chiral column. (formula presented)
  • 17
    • 0009612947 scopus 로고    scopus 로고
    • The absolute configuration of 3a-d could not be determined
    • The absolute configuration of 3a-d could not be determined.
  • 18
    • 0009568208 scopus 로고    scopus 로고
    • note
    • 3N in hexane) afforded racemic 3c (315 mg, 59%) as a pale yellow oil.
  • 19
    • 0009611736 scopus 로고    scopus 로고
    • The racemization rate constant of 3b-d in benzene at four different temperatures is shown below. (table presented)
    • The racemization rate constant of 3b-d in benzene at four different temperatures is shown below. (table presented)
  • 20
    • 0000144654 scopus 로고
    • ‡ of 3b-d were calculated
    • ‡ of 3b-d were calculated. For Eyring's equation, see: Cagle, Jr.F.W.; Eyring, H. J. Am. Chem. Soc. 1951, 73, 5628-5630.
    • (1951) J. Am. Chem. Soc. , vol.73 , pp. 5628-5630
    • Cagle F.W., Jr.1    Eyring, H.2
  • 25
    • 0009627612 scopus 로고    scopus 로고
    • The assignment of the acyl carbonyl signals of 3a-d was determined by CNOE and LSPD experiments
    • The assignment of the acyl carbonyl signals of 3a-d was determined by CNOE and LSPD experiments.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.