Synthesis of organochalcogens stabilized by intramolecular nonbonded interactions of sterically unhindered 2-phenyl-2-oxazoline

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Synthesis of organochalcogens stabilized by intramolecular nonbonded interactions of sterically unhindered 2-phenyl-2-oxazoline

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Title: Synthesis of organochalcogens stabilized by intramolecular nonbonded interactions of sterically unhindered 2-phenyl-2-oxazoline
Author: KUMAR, S; KANDASAMY, K; SINGH, HB; BUTCHER, RJ
Abstract: The synthesis and characterization of low-valent organoselenium and -sulfur compounds incorporating sterically unhindered 2-phenyl-2-oxazoline are described. Organylselenenyl halides, RSeX (X = Cl, Br, I) were prepared from diselenide and the benzyl selenide derivative was synthesized by the reaction of in situ generated lithium arylselenolate, OxSe(-)Li(+) (Ox = 2-phenyl-2-oxazoline) with benzyl chloride. These compounds in general show strong Se...N intramolecular interactions as compared with the substituted oxazoline analogues. Bis[2-(2-oxazolinylphenyl)]disulfide and [2-(2-oxazolinyl)phenyl] benzyl sulfide were synthesized by the ortho-lithiation method and characterized by H-1 and C-13 NMR spectroscopy. The S...N intramolecular interactions were confirmed by single crystal X-ray crystallography.
URI: http://dx.doi.org/10.1039/b312364b
http://dspace.library.iitb.ac.in/xmlui/handle/10054/11847
http://hdl.handle.net/10054/11847
Date: 2004


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