NISCAIR Online Periodicals Repository

Research Journals >
Indian Journal of Chemistry -Section A (IJC-A) >
IJC-A Vol.50A [2011] >
IJC-A Vol.50A(09-10) [September-October 2011] >

Title: Synthesis of intramolecularly coordinated cyclic selenenate/thioselenenate esters and their glutathione peroxidase-like activity
Authors: Singh, Vijay P
Singh, Harkesh B
Butcher, Ray J
Keywords: Coordination chemistry
Cyclic compounds
Selenenate esters
Thioselenenate esters
GPx-like activity
Intramolecular interactions
Secondary interactions
Issue Date: Sep-2011
Publisher: NISCAIR-CSIR, India
Abstract: The syntheses and characterization of selenenate esters, thioselenenate ester and related derivatives are described. The reactions of n-butyl-4-tert-2,6-di(formyl)phenyl selenide (23) or bis(2,6-diformyl-4-tert-butylphenyl)diselenide (24) with bromine affords a new selenenate ester, 5-tert-butyl-7-(formyl)benzoxaselenol-3-one (25), stabilized by ortho-formyl group along with 3,3′-oxybis(5-tert-butyl-3H-benzo[c][1,2]oxoselenole-7-carbaldehyde) (16). Oxidation of (25) with H2O2 gives 5-tert-butyl-7-(carboxylic)benzoxaselenol-3-one-Se-oxide (26). However, the direct oxidation of (23) with H2O2 affords 5-tert-butyl-7-(butylcarboxylate)benzoxaselenol-3-one (27). The synthesis of 5-tert-butyl-7-(methylcarboxylate) benzothia- selenol-3-one (28) has been accomplished by the reaction of (26) with thionyl chloride (SOCl2) with a catalytic amount of N, N-dimethylformamide. Attempted thionation of 7-nitro-1,2-benzisoselenole(3H)-Se-oxide (20) leads to the isolation of bis(2-chloromethyl-6-nitrophenyl)diselenide (29). The presence of intramolecular secondary Se···O interactions in all the esters is confirmed by single crystal X-ray diffraction studies and computational studies. Glutathione peroxidase-like activity of (16), (25)-(29) has been determined by the coupled reductase assay.
Page(s): 1263-1272
CC License:  CC Attribution-Noncommercial-No Derivative Works 2.5 India
ISSN: 0975-0975(Online); 0376-4710(Print)
Source:IJC-A Vol.50A(09-10) [September-October 2011]

Files in This Item:

File Description SizeFormat
IJCA 50A(09-10) 1263-1272.pdf397.73 kBAdobe PDFView/Open
 Current Page Visits: 210 
Recommend this item


Online Submission of Articles |  NISCAIR Website |  National Knowledge Resources Consortium |  Contact us |  Feedback

Disclaimer: NISCAIR assumes no responsibility for the statements and opinions advanced by contributors. The editorial staff in its work of examining papers received for publication is helped, in an honorary capacity, by many distinguished engineers and scientists.

CC License Except where otherwise noted, the Articles on this site are licensed under Creative Commons License: CC Attribution-Noncommercial-No Derivative Works 2.5 India

Copyright © 2015 The Council of Scientific and Industrial Research, New Delhi. All rights reserved.

Powered by DSpace Copyright © 2002-2007 MIT and Hewlett-Packard | Compliant to OAI-PMH V 2.0

Home Page Total Visits: 164661 since 01-Sep-2015  Last updated on 21-Jun-2016Webmaster: