Microwave assisted and in-situ generated palladium nanoparticles catalysed desulfitative synthesis of cross-biphenyls from arylsulfonyl chlorides and phenylboronic acids

Prasanta Kumar Raul, Abhijit Mahanta, Raju K. Borah, Utpal Bora, Ashim Jyoti Thakur, Jyri-Pekka Mikkola, Andrey Shchukarev

Research output: Contribution to journalArticleScientificpeer-review

Abstract

A microwave assisted reaction protocol for Suzuki–Miyaura cross-coupling has been developed. Substituted arylboronic acids and arylsulfonyl chlorides coupled under microwave irradiation (MWI) to produce cross-biphenyls in high yields under aerobic condition. The principal advantage of this protocol is that formation of cross-biphenyls was achieved within shorter time along with desulfurization of arylsulfonyl chloride. In-situ generated Pd nanoparticles (NPs) act as catalyst in the reaction. Substituents like methyl, halogens, cyano, amino and t-butyl groups in arylboronic acids tolerate the reaction condition. Pd NPs could be reused several times under chosen reaction conditions without losing its activity significantly. The product formation and the role of the catalyst for the cross-coupling reaction has been rationalised with the help of a proposed mechanism. This reaction is one of the examples of In-situ generated Nanoparticles-catalyzed Organic Synthesis Enhancement (i-NOSE) approach. The approach derives its importance in terms of catalyst’s (i) simple preparation method, (ii) stability under the chosen reaction condition, (iii) substrate specificity, (iv) simple filtration to recover the catalyst and (v) easy regeneracy which clearly indicate that the approach could be applicable for various types of catalytic transformations.
Original languageEnglish
Article number100181
Number of pages9
JournalResults in Chemistry
Volume3
DOIs
Publication statusE-pub ahead of print - 25 Aug 2021
MoE publication typeA1 Journal article-refereed

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