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Please use this identifier to cite or link to this item: http://hdl.handle.net/123456789/33

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
Authors: Goel, Atul
Singh, Fateh V
Dixit, Manish
Verma, Deepti
Raghunandan, Resmi
Maulik, Prakas R
Keywords: diarylbenzene
triarylbenzene
tetraarylbenzene
lactone
non-palladium catalyzed
X-ray analysis
N…pi interaction
Issue Date: 2007
Citation: Chem Asian J, 2, 239
Series/Report no.: CDRI Communication Number: 6755
Abstract: 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.
URI: http://hdl.handle.net/123456789/33
Appears in Collections:Medicinal and Process Chemistry

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