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Fully Reversible Cyclic Dimerization of Diphosphanylketenimines Promoted by Intramolecular C−H⋅⋅⋅N Hydrogen Bonds

✍ Scribed by Javier Ruiz; Fernando Marquínez; Víctor Riera; Marilín Vivanco; Santiago García-Granda; M. Rosario Díaz

Publisher: John Wiley and Sons
Year: 2000
Tongue: English
Weight: 104 KB
Volume: 112
Category: Article
ISSN: 0044-8249
DOI: 10.1002/(sici)1521-3757(20000515)112:10<1891::aid-ange1891>3.0.co;2-5

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✦ Synopsis

Ketenimines are important functional groups that show enhanced reactivity in nucleophilic addition and cycloaddition reactions. Furthermore, compounds containing this moiety are useful starting materials which have been applied in heterocycle chemistry. [1] We recently reported the synthesis of the diphosphanylketenimines (PPh 2 ) 2 CCNR (1 a: R Ph, 1 b: R tBu) by metal-assisted coupling of a transient diphosphanylcarbene with isocyanides (Scheme 1). [2] As these Scheme 1. Metal-assisted synthesis of diphosphanylketenimines 1. In the case of R Ph or p-tolyl, reversible dimerization takes place to form 2.

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