Interconversible cis and trans rotational isomers of 1,8-di(1-naphthyl)naphthalene

Autor: Hiroshi Mizutani, Shigeru Ozasa, Eiichi Ibuki, Yasuhiro Fujioka
Rok vydání: 1981
Předmět:
Zdroj: Chemical and Pharmaceutical Bulletin. 29:2103-2106
ISSN: 1347-5223
0009-2363
DOI: 10.1248/cpb.29.2103
Popis: New stable cis and trans rotational isomers of 1, 8-di (1-naphthyl) naphthalene were prepared by the Kharash-type Grignard cross-coupling of 1-naphthylmagnesium iodide and 1, 8-diiodonaphthalene in the presence of N, N'-bis (1-methyl-3-oxobutylidene) ethylene-diaminatonickel (II). Thermoanalytical and proton magnetic resonance spectral studies indicated that both rotamers are stable in the solid state as well as in a solution, but are interconversible at temperatures above their melting points. A convenient method, obtaining pure trans rotamer from the equilibrium mixture of both rotamers, is also presented.
Databáze: OpenAIRE