Arsenic Catalysis: Hydroboration of Aldehydes Using a Benzo-Fused Diaza-benzyloxy-arsole

Darren M C Ould; Rebecca L Melen

doi:10.1002/chem.201803508

Arsenic Catalysis: Hydroboration of Aldehydes Using a Benzo-Fused Diaza-benzyloxy-arsole

Chemistry. 2018 Oct 12;24(57):15201-15204. doi: 10.1002/chem.201803508. Epub 2018 Sep 13.

Authors

Darren M C Ould¹, Rebecca L Melen¹

Affiliation

¹ School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff, CF10 3AT, Cymru/Wales, UK.

PMID: 30088671
DOI: 10.1002/chem.201803508

Abstract

The first example of a homogenous As^III catalyst for hydroboration has been established. The reaction of N,N'-diisopropylbenzene diamine or toluene-3,4-dithiol with AsCl₃ yielded the chloroarsoles (1 and 2), which upon reaction with benzyl alcohol yielded the benzyloxy benzo-1,3,2-diazaarsole (3) and benzo-1,3,2-dithiaarsole (4), respectively. Compound 3 was found to be an excellent catalyst for the hydroboration of aldehyde substrates.

Keywords: arsenic; boron; catalysis; hydroboration; main group.