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Double Phosphinoboration of CO2 : A Facile Route to Diphospha-Ureas.


ABSTRACT: The reactions of CO2 with a series of phosphinoboranes, including R2 PBpin (R=Ph, tBu; pin=pinacol), R2 PBMes2 (R=Ph, tBu; Mes=2,4,6-Me3 -C6 H2 ), and R2 PBcat (R=Ph, tBu, Mes; cat=catechol) are described. Although R2 PBpin and R2 PBMes2 afford products of the form R2 PCO2 Bpin (R=Ph 1, tBu 4) and R2 PCO2 BMes2 (R=Ph 2, tBu 3), respectively, R2 PBcat lead to further reaction affording the diphospha-ureas, (R2 P)2 CO (R=Ph 5, tBu 6, Mes 7), together with O(Bcat)2 . Computational studies provide insight into the mechanism, revealing an intermediate derived from double phosphinoboration of CO2 .

SUBMITTER: LaFortune JHW 

PROVIDER: S-EPMC6916295 | biostudies-literature | 2019 Sep

REPOSITORIES: biostudies-literature

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Double Phosphinoboration of CO<sub>2</sub> : A Facile Route to Diphospha-Ureas.

LaFortune James H W JHW   Qu Zheng-Wang ZW   Bamford Karlee L KL   Trofimova Alina A   Westcott Stephen A SA   Stephan Douglas W DW  

Chemistry (Weinheim an der Bergstrasse, Germany) 20190823 52


The reactions of CO<sub>2</sub> with a series of phosphinoboranes, including R<sub>2</sub> PBpin (R=Ph, tBu; pin=pinacol), R<sub>2</sub> PBMes<sub>2</sub> (R=Ph, tBu; Mes=2,4,6-Me<sub>3</sub> -C<sub>6</sub> H<sub>2</sub> ), and R<sub>2</sub> PBcat (R=Ph, tBu, Mes; cat=catechol) are described. Although R<sub>2</sub> PBpin and R<sub>2</sub> PBMes<sub>2</sub> afford products of the form R<sub>2</sub> PCO<sub>2</sub> Bpin (R=Ph 1, tBu 4) and R<sub>2</sub> PCO<sub>2</sub> BMes<sub>2</sub> (R=Ph 2, tB  ...[more]

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