Synlett 2019; 30(19): 2143-2147
DOI: 10.1055/s-0039-1690224
letter
© Georg Thieme Verlag Stuttgart · New York

Highly Chemoselective Solvent-Free Synthesis of 1,3,5-Triaryl-1,5-diketones: Crystallographic Investigation and Intramolecular Weak Bifurcated H Bonds Involving Aliphatic C–H Group

Authors


National Natural Science Foundation of China (Grant No.21302233); Natural Science Foundation of Hubei Province (Grant No. 2012FFB07410); Fundamental Research Funds for the Central Universities (CZY18010), and start-up research grant (YZZ16005) from South-Central University for Nationalities.
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Publikationsverlauf

Received: 15. September 2019

Accepted after revision: 10. Oktober 2019

Publikationsdatum:
24. Oktober 2019 (online)


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Abstract

Several 1,3,5-triaryl-1,5-diketones have been chemoselectively synthesized under solvent-free conditions. It was found that intramolecular weak bifurcated H-bonds interaction of aliphatic C–H group plays a decisive role in the structural arrangement of 3-(2,6-dichlorophenyl)-1,5-diphenylpentane-1,5-dione in a solid state resulting in significant impact on the corresponding bond lengths and dihedral angles.

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