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The 9‐Borataphenanthrene Anion
Author(s) -
Bartholome Tyler A.,
Kaur Aishvaryadeep,
Wilson David J. D.,
Dutton Jason L.,
Martin Caleb D.
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202002125
Subject(s) - chemistry , reactivity (psychology) , deprotonation , aromaticity , ring (chemistry) , ion , boron , ligand (biochemistry) , hydroboration , chromium , crystallography , atom (system on chip) , alkylation , stereochemistry , computational chemistry , molecule , organic chemistry , catalysis , medicine , biochemistry , alternative medicine , receptor , pathology , computer science , embedded system
Abstract The 9‐borataphenanthrene anion is easily accessed by deprotonation of a 9,10‐dihydro‐9‐boraphenanthrene and its diverse reactivity is investigated. Alkylation occurs at the carbon atom adjacent to boron, and room temperature hydroboration occurs across the B=C bond. The π‐manifold of the central BC 5 ring coordinates to chromium in an η 6 fashion while only the B=C unit binds η 2 to gold, indicating versatility of the 9‐borataphenanthrene anion as a ligand. Supporting calculations rationalize the reactivity and aromaticity is corroborated by nucleus‐independent chemical shift (NICS) indices.