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Single and double Suzuki-Miyaura couplings with symmetric dihalobenzenes

Sinclair, David; Sherburn, Michael

Description

(Chemical Equation Presented) m- or p-diiodobenzene undergoes selective double coupling reactions with arylboronic acids and esters. Selectivity for double coupling over single coupling is remarkably strong: even with a diiodobenzene:monoboronic acid ratio of 10:1, the products of double coupling are formed in good yields. Steric hindrance and electronic influences of the boronic acid or ester, and reaction conditions do not appear to impact significantly upon the outcome of the reaction. In...[Show more]

CollectionsANU Research Publications
Date published: 2005
Type: Journal article
URI: http://hdl.handle.net/1885/82434
Source: Journal of Organic Chemistry
DOI: 10.1021/jo050105q

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