Formation of 2,3‐dihydro‐1,3,2‐benzoxazaphospholes by cheletropic reaction of o‐quinone monoimines with triphenylphosphane. Crystal and molecular structures of 2,3‐dihydro‐2,2,2‐triphenylphenanthro[9,10‐d]‐1,3,2λ5‐oxazaphosphole and 5,7‐di‐tert‐butyl‐2,3‐dihydro‐2,2,2‐triphenyl‐1,3,2λ5‐benzoxazaphosphole

Gábor Speier, Zoltán Tyeklár, Vilmos Fülöp, László Párkányi

Research output: Article

7 Citations (Scopus)

Abstract

9,10‐Phenanthrenequinone monoimine (1c) or 3,5‐di‐tert‐butyl‐o‐benzoquinone (2a) in the presence of ammonia undergo cycloaddition with triphenylphosphane to give 2,3‐dihydro‐1,3,2λ5‐benzoxazaphospholes (3) in good yields. 5,7‐Di‐tert‐butyl‐2,3‐dihydro‐2,2,2‐triphenyl‐1,3,2λ5‐benzoxazaphosphole (3a) shows a tautomeric equilibrium with the iminophosphorane 4a while 2,3‐dihydro‐2,2,2‐triphenylphenanthro[9,10‐d]‐1,3,2λ5‐oxazaphosphole (3c) has a cyclic structure in solution. Both compounds are cyclic in the solid form as confirmed by X‐ray structure diffraction studies.

Original languageEnglish
Pages (from-to)1685-1688
Number of pages4
JournalChemische Berichte
Volume121
Issue number9
DOIs
Publication statusPublished - szept. 1988

ASJC Scopus subject areas

  • Chemistry(all)

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