Ould, Darren M. C., Tran, Thao T. P., Rawson, Jeremy M. and Melen, Rebecca L.
2019.
Structure-property-reactivity studies on dithiaphospholes.
Dalton Transactions
48
(45)
, pp. 16922-16935.
10.1039/C9DT03577J
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Abstract
The reaction of either toluene-3,4-dithiol or benzene dithiol with phosphorus(III) trihalides generates the corresponding benzo-fused 1,3,2-dithiaphospholes, RC6H3S2PX (R = Me (1), R = H (2); X = Cl, Br, I). The P-chloro-dithiaphospholes undergo: (a) halogen abstraction reactions with Lewis acids forming phosphenium cations; (b) substitution with LiHMDS base and; (c) reduction chemistry with sodium metal to generate the P–P σ-bonded dimer, (RC6H3S2P)2. Reduction catalysis of aldehydes with pinacolborane using dithiaphospholes is compared with their dioxaphosphole and diazaphosphole counterparts as precatalysts, revealing interesting differences in the reactivity of this series of compounds.
Item Type: | Article |
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Date Type: | Publication |
Status: | Published |
Schools: | Chemistry Cardiff Catalysis Institute (CCI) |
Publisher: | Royal Society of Chemistry |
ISSN: | 1477-9226 |
Funders: | EPSRC |
Date of First Compliant Deposit: | 8 November 2019 |
Date of Acceptance: | 24 September 2019 |
Last Modified: | 13 Dec 2019 15:49 |
URI: | http://orca-mwe.cf.ac.uk/id/eprint/126664 |
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