1,2-Phosphaborines: hybrid inorganic/organic P-B analogues of benzene

Angewandte Chemie
Jonathan H BarnardCaleb D Martin

Abstract

Photolysis of the cyclic phosphine oligomer [PPh]5 in the presence of pentaarylboroles leads to the formation of 1,2-phosphaborines by the formal insertion of a phenylphosphinidene fragment into the endocyclic CB bond. The solid-state structure features a virtually planar central ring with bond lengths indicating significant delocalization. Appreciable ring current in the 1,2-phosphaborine core, detected in nuclear independent chemical shift (NICS) calculations, are consistent with aromatic character. These products are the first reported 1,2-BPC4 conjugated heterocycles and open a new avenue for BP as a valence isoelectronic substitute for CC in arene systems.

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Citations

Dec 20, 2015·Inorganic Chemistry·Kexuan Huang, Caleb D Martin
Apr 22, 2017·Chemistry : a European Journal·Holger BraunschweigAnnika Ruppert
Jul 14, 2016·Chemical Communications : Chem Comm·Zuolun ZhangTodd B Marder
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Jul 5, 2017·Chemistry : a European Journal·Venkata A K Adiraju, Caleb D Martin
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Apr 5, 2016·Chemical Communications : Chem Comm·Sam YruegasCaleb D Martin
Jun 28, 2016·Chemical Communications : Chem Comm·Jonathan H BarnardCaleb D Martin
Aug 11, 2017·Organic & Biomolecular Chemistry·Zheng WangZhenyang Lin
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