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Low-Dimensional Solids and Molecular Crystals

A rapid synthesis of 1-chloro-2-arylcyclohexenes using MWAOS in aqueous media: single crystal studies of two representative compounds

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Pages 65-76 | Published online: 11 Sep 2019
 

Abstract

A novel methodology for the rapid synthesis of 11 1-chloro-2-arylcyclohexenes in 89–95% yields, employing the regioselective Suzuki-Miyaura cross-coupling reaction, under microwave conditions in aqueous media is reported. The products formed in less than 7 minutes duration. The crystal structures of two representative compounds of 1-chloro-2-arylcyclohexenes, with biphenyl- and naphthyl- substituents have been analyzed. The compounds crystallized in the monoclinic system with P21/n and P21 space groups, respectively, and are stabilized by two weak interactions C-H···Cl and C-H···Cg.

Acknowledgments

The authors thank (i) Bangalore University, Bangalore; (ii) Bengaluru Central University, Bengaluru; and (iii) JCAS for a Council of Scientific and Industrial Research (CSIR), Govt. of India, New Delhi, INDIA; CSIR SRF – File no. 09/039(0119)/2018-EMR-1, dated April 16, 2018 to JCAS.

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