Highlights on the General Preference for Multi-Over Mono-Coupling in the Suzuki-Miyaura Reaction

• Type: Article in International Scientific Journal
• Date: 2023

Authors

Lima, CFRAC (Author) FCUP; Lima, MAL (Author) Other; Pinto, JRM (Author) Other; Ribeiro, MGTC (Author) Other; Silva, AMS (Author) Other; Luis M N B F Santos (Author) FCUP

Journal

Title: Catalysts

Vol. 13

ISSN: 2073-4344

Publisher: MDPI

Indexing

ISI Web of Knowledge - 0 Citations

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Other information

Authenticus ID: P-00Y-KYY

DOI: 10.3390/catal13060928

Abstract (EN): A systematic synthetic study was performed to explain the usual trend in selectivity towards multi-coupling, over mono-coupling, in Suzuki-Miyaura reactions. This preference was observed under different reaction conditions: for various halobenzenes, using substituents on the boronic acid, and changing the catalyst and temperature. Moreover, this reaction selectivity was found to increase for more reactive systems towards oxidative addition and more diluted media. The results constitute experimental evidence that the formation of the totally substituted coupling product is kinetically favoured by a reaction path location-the proximity between the regenerated catalyst and the newly formed coupling intermediate promotes the subsequent reaction.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 12