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Highly Efficient Non-palladium Catalyzed Controlled Synthesis and X-ray Analysis of Functionalized 1,2-Diaryl-, 1,2,3-Triaryl- and 1,2,3,4-Tetraarylbenzene

IR@CDRI: CSIR-Central Drug Research Institute, Lucknow


Field	Value

Creator	Goel, Atul Singh, F V Dixit, Manish Verma, Deepti Raghunandan, Resmi Maulik, P R

Date	2007-11-29T07:07:56Z 2007-11-29T07:07:56Z 2007

Identifier	Chem Asian J, 2, 239 http://hdl.handle.net/123456789/33

Description	A general, two-step highly efficient synthesis of 1,2-diaryl-, 1,2,3-triaryl- and 1,2,3,4-tetraarylbenzenes from simple stitching of alpha-oxo-ketene-S,S-acetals and active methylene compounds via a ‘lactone intermediate’ is described. This procedure offers easy access to highly functionalized arylated-benzenes containing sterically demanding groups in good to excellent yields. The novelty of the procedure lies in the fabrication of aromatic compounds with desired conformational flexibility along the molecular axis in a transition metal-free environment through easily accessible precursors. The crystal analysis of these arylated-benzene scaffolds showed that the peripheral aryl rings are arranged in propeller-like fashion with respect to the central benzene rings. Examination of the crystal packing in the structure of a 1,2,3,4-tetraarylbenzene 12c revealed a “N…pi interaction” between molecules related by a two-fold screw axis running in a direction. It is interesting that the repeat of the array of N…pi interaction around the axis of the 1,2,3,4-tetraarylbenzene 12c enforces the molecules in a helical pattern.

Format	342667 bytes application/pdf

Language	en

Relation	CDRI Communication Number: 6755

Subject	diarylbenzene triarylbenzene tetraarylbenzene lactone non-palladium catalyzed X-ray analysis N…pi interaction

Title	Highly Efficient Non-palladium Catalyzed Controlled Synthesis and X-ray Analysis of Functionalized 1,2-Diaryl-, 1,2,3-Triaryl- and 1,2,3,4-Tetraarylbenzene

Type	Article