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The 9-borataphenanthrene anion

journal contribution
posted on 29.04.2021, 23:48 by Tyler A Bartholome, Aishvaryadeep Kaur, David Wilson, Jason Dutton, Caleb Martin
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 ring coordinates to chromium in an η fashion while only the B=C unit binds η 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. 5 6 2

Funding

We are grateful to the Welch Foundation (Grant No. AA-1846) and the National Science Foundation for a CAREER Award (Award No. 1753025) for their generous support of this work. We also thank the ARC (FT16010007, DP20010013) for funding. We thank Dr. Sam Yruegas and Dr. Kevin K. Klausmeyer for assistance with X-ray crystallography and Dr. Xianzhong Xu for assistance with 1H{11B} and 11B{1H} NMR spectroscopy. NCI, Intersect, and La Trobe University are acknowledged for generous allocations of computing time.

History

Publication Date

06/07/2020

Journal

Angewandte Chemie International Edition

Volume

59

Issue

28

Pagination

7p. (p. 11470-11476)

Publisher

Wiley-VCH Verlag GmbH & Co. KGaA

ISSN

1433-7851

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