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[Bis(diisopropylamino)phosphino]trimethylsilylcarbene: A Stable Nucleophilic Carbene
Author(s) -
Igau Alai,
Baceiredo Antoine,
Trinquier Georges,
Bertrand Guy
Publication year - 1989
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198906211
Subject(s) - carbene , isocyanide , nucleophile , chemistry , medicinal chemistry , stereochemistry , organic chemistry , catalysis
R 2 P̈‐C̈‐X or R 2 P ⊕ C ⊖ ‐X or R 2 PC‐X—which form best describes the activity of the title compound 1? On the basis of its reactions with Me 3 SiCl, Me 3 SiN 3 and DMSO as well as NMR data, 1 was hitherto regarded as a species with PC multibonding. That 1 is rather a carbene, could now be deduced, inter alia , from the addition of electron deficient alkenes (→2) and tert ‐butyl isocyanide (→3) (R= i Pr 2 N, X = SiMe 3 ).
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