Reactions of hydrazones and hydrazides with Lewis acidic boranes

Theodore A. Gazis, Ayan Dasgupta, Michael S. Hill, Jeremy M. Rawson, Thomas Wirth, Rebecca L. Melen

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

The reaction of (diphenylmethylene)hydrazone or 1,4-bis-hydrazone-ylidene(phenylmethyl)benzene with Lewis acidic boranes B(2,4,6-F3C6H2)3 or B(3,4,5-F3C6H2)3 generates the Lewis acid-base adducts. Alternatively, when (9H-fluoren-9-ylidene)hydrazone is employed several products were isolated including 1,2-di(9H-fluoren-9-ylidene)hydrazone, the 2:1 borane adduct of NH2-NH2 and the 1-(diarylboraneyl)-2-(9H-fluoren-9-ylidene)hydrazone in which one ArH group has been eliminated. The benzhydrazide starting material also initially gives an adduct when reacted with Lewis acidic boranes which upon heating eliminates ArH generating a CON2B heterocycle.

Original languageEnglish
Pages (from-to)12391-12395
Number of pages5
JournalDalton Transactions
Volume48
Issue number33
Early online date9 Aug 2019
DOIs
Publication statusPublished - 7 Sep 2019

ASJC Scopus subject areas

  • Inorganic Chemistry

Cite this

Gazis, T. A., Dasgupta, A., Hill, M. S., Rawson, J. M., Wirth, T., & Melen, R. L. (2019). Reactions of hydrazones and hydrazides with Lewis acidic boranes. Dalton Transactions, 48(33), 12391-12395. https://doi.org/10.1039/c9dt01359h