Faculté des sciences

Double HCl elimination and configuration change in the square-planar palladium complex trans-[{(Ph2PC6H4CONH) 2C6H4}PdCl2] under Suzuki conditions: Isolation and molecular structure of cis-[{(Ph2PC6H4CON)2C6H4}Pd]

Chahen, Ludovic ; Karmazin-Brelot, Lydia ; Süss-Fink, Georg

In: Inorganic Chemistry Communications, 2006, vol. 9, no. 12, p. 1151-1154

The trans-configurated square-planar palladium complex trans-[{(Ph2PC6H4CONH) 2C6H4}PdCl2] (1), which catalyzes the Suzuki cross coupling of 4-bromotoluene with phenylboronic acid, was found to react with potassium carbonate in toluene at 90 °C (Suzuki conditions) to give... Plus

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    Summary
    The trans-configurated square-planar palladium complex trans-[{(Ph2PC6H4CONH) 2C6H4}PdCl2] (1), which catalyzes the Suzuki cross coupling of 4-bromotoluene with phenylboronic acid, was found to react with potassium carbonate in toluene at 90 °C (Suzuki conditions) to give cis-[{(Ph2PC6H4CON)2C6H4}Pd] (2). The single-crystal X-ray structure analysis of 2 reveals the square-planar palladium center to be in a cis configuration. The trans–cis configuration change at palladium is possible because of the elimination of two HCl equivalents in the conversion of 1 into 2. Both complexes 1 and 2 show approximately the same catalytic performance for Suzuki reactions, suggesting 2 to be the catalytically active species.