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Trihydroborates and Dihydroboranes Bearing a Pentacoordinated Phosphorus Atom: Double Ring Expansion To Balance the Coordination States
Author(s) -
Kano Naokazu,
O'Brien Nathan J.,
Uematsu Ryohei,
Ramozzi Romain,
Morokuma Keiji
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201701718
Subject(s) - chemistry , hydroboration , phosphine , ring (chemistry) , reactivity (psychology) , phosphorus , double bond , boron , bicyclic molecule , hydride , pyridine , atom (system on chip) , stereochemistry , medicinal chemistry , organic chemistry , catalysis , medicine , computer science , embedded system , hydrogen , alternative medicine , pathology
The first trihydroborate bearing a pentacoordinated phosphorus atom was synthesized as a new P−B bonded compound. Hydride abstraction of the trihydroborate gave an intermediary dihydroborane, which showed hydroboration reactivity and was trapped with pyridine whilst maintaining the P−B bond. The dihydroborane underwent a rearrangement, which involved a double ring expansion to compensate for the unbalanced coordination states of the phosphorus and boron atoms, to give a new fused bicyclic phosphine‐boronate.