La Trobe
The 9-borataphenanthrene anion_manuscript.pdf (998.53 kB)

The 9-borataphenanthrene anion

Download (998.53 kB)
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


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.


Publication Date



Angewandte Chemie International Edition






7p. (p. 11470-11476)


Wiley-VCH Verlag GmbH & Co. KGaA



Rights Statement

The Author reserves all moral rights over the deposited text and must be credited if any re-use occurs. Documents deposited in OPAL are the Open Access versions of outputs published elsewhere. Changes resulting from the publishing process may therefore not be reflected in this document. The final published version may be obtained via the publisher’s DOI. Please note that additional copyright and access restrictions may apply to the published version.