Formic acid reduction. XXVIII. Kinetic studies on the formic acid reduction of 1,1'-benzylidenedipiperidine

Autor:	Kunio Suzuki, Hidemichi Fukawa, Minoru Sekiya
Rok vydání:	1980
Předmět:	Formic acid Decarboxylation Inorganic chemistry Substituent Alcohol General Chemistry General Medicine Rate equation Kinetic energy chemistry.chemical_compound chemistry mental disorders Drug Discovery Kinetic isotope effect Carbon dioxide
Zdroj:	Chemical and Pharmaceutical Bulletin. 28:2868-2873
ISSN:	1347-5223 0009-2363
DOI:	10.1248/cpb.28.2868
Popis:	The formic acid reduction of 1, 1'-benzylidenedipiperidine (1) was kinetically investigated by the carbon dioxide trapping method. Rate data gave the rate equation, v=kobs [1] [HCOOH]. The initial mono- and diprotonation of 1 occur in equilibrium, and monoprotonated form is proposed to be an intermediate for the reduction to 1-benzylpiperidine. The isotope effect value (2.69) and the negative ρ substituent effect (similar to that of the formic acid reduction of N-benzylideneaniline) suggest that the reduction of 1 involves the same intermediate step of decarboxylation of the formic acid ester of the α-amino alcohol.
Databáze:	OpenAIRE
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