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Novel 1,2,4-Triphosphole, 1,2,3-Triphosphetene and Azaphospholene Derivatives from N -Heterocyclic Carbenes and Phosphaalkynes
Authors:F. E. Hahn  D. Le Van  L. Wittenbecher  M. C. Moyes  T. Von Fehren  R. Fröhlich
Affiliation:1. Anorganisch-Chemisches Institut der Universit?t , Wilhelm-Klemm-Strasse 8, Münster , 48149 , Germany;2. Organisch-Chemisches Institut der Universit?t , Corrensstrasse 40, Münster , 48149 , Germany
Abstract:The stable singlet carbenes N,N '-bis(2,2-dimethylpropyl)-benzimidazolin-2-ylidene 1 and 1,3,4,5-tetramethylimidazol-2-ylidene 2 react with phosphaalkynes P L C-- t Bu ( 3a ) or P L C--N i Pr 2 ( 3b ) regioselective to give the aromatic 1,2,4-triphosphole derivatives ( 1 or 2 + 3a M 6a or 6b , respectively) or 1,2,3-triphosphetene ( 1 + 3b M 7 ) or azaphospholene ( 2 + 3b M 9 ) in almost quantitative yields. The mechanisms of the surprising formation of compound 9 under C--H-activation was studied by quantum chemical DFT calculations.
Keywords:Carbenes  Phosphaalkynes  Phosphorus Heterocycles
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