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Exploration of the reaction of potassium organotrifluoroborates with porphyrins
Authors:Sabine Horn  Mathias O Senge
Institution:a School of Chemistry, SFI Tetrapyrrole Laboratory, Trinity College Dublin, Dublin 2, Ireland
b Frontier Scientific Europe Ltd, Carnforth, Lancashire LA6 1DE, United Kingdom
Abstract:A general method that uses potassium organotrifluoroborates in the Suzuki-Miyaura cross-coupling reaction with ring-brominated porphyrins has been investigated. The reaction conditions tolerate various functional groups and are applicable to the meso- and β-position as well as to aryl- and alkyl-substituted porphyrins. Depending on the nature of the potassium organotrifluoroborate, the coupling products can be obtained in yields of up to 75%.
Keywords:Porphyrin  Potassium organotrifluoroborate  Suzuki reaction  Cross-coupling reaction  C-C bond formation  Pd-catalyzed reaction  Alkyl-substituted
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