Please use this identifier to cite or link to this item: http://nopr.niscair.res.in/handle/123456789/22141
Title: Synthesis of macrocycles derived from vanillin and isovanillin
Authors: Kumar, Sukeerthi
Mashraqui, Sabir H
Issue Date: Jan-2001
Publisher: NISCAIR-CSIR, India
Abstract: Readily available vanillin 1 and isovanillin 2 have been exploited for the first time to synthesise thia and aza-bridged macrocycles. Utilising a common approach, 1 and 2 are first converted into the corresponding key intermediates, dicholoro compounds 5 and 10. Cyclocondensations of these molecules with Na2S under high di lution provide thia-bridged macrocycles 6 and 11 and with p-toluenesulphonamide under basic condition, the aza- bridged macrocycles 7 and 12, respectively are obtained. The structures are fully supported by elemental analysis, mass and high resolution NMR data. Variable NMR measurements on 6 and 11 suggest that these macrocycles are conformationally mobile even at -55°C on the NMR time scale.
Page(s): 5-10
URI: http://hdl.handle.net/123456789/22141
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.40B(01) [January 2001]

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