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Double Phosphinoboration of CO 2 : A Facile Route to Diphospha‐Ureas
Author(s) -
LaFortune James H. W.,
Qu ZhengWang,
Bamford Karlee L.,
Trofimova Alina,
Westcott Stephen A.,
Stephan Douglas W.
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201903407
Subject(s) - chemistry , catechol , medicinal chemistry , stereochemistry , pinacol , organic chemistry , catalysis
The reactions of CO 2 with a series of phosphinoboranes, including R 2 PBpin (R=Ph, t Bu; pin=pinacol), R 2 PBMes 2 (R=Ph, t Bu; Mes=2,4,6‐Me 3 ‐C 6 H 2 ), and R 2 PBcat (R=Ph, t Bu, Mes; cat=catechol) are described. Although R 2 PBpin and R 2 PBMes 2 afford products of the form R 2 PCO 2 Bpin (R=Ph 1 , t Bu 4 ) and R 2 PCO 2 BMes 2 (R=Ph 2 , t Bu 3 ), respectively, R 2 PBcat lead to further reaction affording the diphospha‐ureas, (R 2 P) 2 CO (R=Ph 5 , t Bu 6 , Mes 7 ), together with O(Bcat) 2 . Computational studies provide insight into the mechanism, revealing an intermediate derived from double phosphinoboration of CO 2 .