Journal
DALTON TRANSACTIONS
Volume 48, Issue 10, Pages 3214-3222Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c8dt04432e
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- PRODEP [UAEH-PTC-792]
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We report the preparation and full characterization of a series of hydroxyl functionalized 1,2,3-triazolylidene- based PEPPSI complexes 2a-c and their catalytic application in the Suzuki cross coupling reaction of aryl chlorides/ amides with boronic acids. Under basic reaction conditions, complexes 2a-c show a notable increase in their catalytic efficiency compared with two ether-wingtip functionalized PEPPSI analogues (3 and 4) and a commercially available NHC-Pd complex (5). The catalytic results suggest that deprotonation of the hydroxyl group in complexes 2a-c plays an important role in the overall process. Deprotonation of the alcohol moiety of complexes 2a-b with sodium tert-butoxide allows for the isolation of metallacycles 6a-b, which are proposed as the active species of cross coupling reactions.
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