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Synthesis of a C(sp 2 )‐bridged Phosphine‐Borane by Ionic Coupling
Author(s) -
Boudjelel Maxime,
Declercq Richard,
MalletLadeira Sonia,
Bouhadir Ghenwa,
Bourissou Didier
Publication year - 2020
Publication title -
zeitschrift für anorganische und allgemeine chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.354
H-Index - 66
eISSN - 1521-3749
pISSN - 0044-2313
DOI - 10.1002/zaac.202000085
Subject(s) - borane , geminal , phosphine , chemistry , crystallography , nuclear magnetic resonance spectroscopy , monomer , carbenoid , electrophile , stereochemistry , medicinal chemistry , catalysis , organic chemistry , rhodium , polymer
The vinyl carbenoid H 2 C=CBr(Li) has been used as key precursor to prepare a geminal C(sp 2 )‐bridged phosphine‐borane. Starting from bromoethene, two sequences of lithiation/electrophilic trapping, with ClP i Pr 2 and FBMes 2 respectively, affords i Pr 2 P–C(=CH 2 )–BMes 2 3 [Mes = 2,4,6‐(H 3 C) 3 C 6 H 2 ]. This new phosphine‐borane 3 was characterized by multi‐nuclear NMR and mass spectroscopy. It adopts a monomeric open structure without P→B interaction. A few crystals of a secondary product 4 were analyzed by X‐ray diffraction, revealing an unusual dimeric structure.