Rajeev, Kallanthottathil G. ; Samanta, Uttamkumar ; Chakrabarti, Pinak ; Shashidhar, Mysore S. ; George Samuel, A. (1998) Molecular association of 2, 3-dihydro-2-alkyl-3-hydroxybenzisothiazole 1, 1-dioxides: formation of novel bicyclic dimers containing 12/14-membered rings Journal of Organic Chemistry, 63 (2). pp. 230-234. ISSN 0022-3263
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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo962352n
Related URL: http://dx.doi.org/10.1021/jo962352n
Abstract
2,3-Dihydro-3-hydroxybenzisothiazole 1,1-dioxides constitute a self-complementary hydrogen-bond donor-acceptor system. 2,3-Dihydro-2-isopropyl-3-hydroxybenzisothiazole 1,1-dioxide exhibits interesting concentration and temperature-dependent NMR spectra due to association in solution. The intermolecular association of these molecules through S-O···H-O interactions resulting in the formation of novel hydrogen-bonded dimers containing 12/14-membered bicyclic bridge is revealed by X-ray crystallography. X-ray crystallographic studies also confirm the existence of N-alkyl-2-formylbenzenesulfonamides exclusively as 2,3-dihydro-2-alkyl-3-hydroxybenzisothiazole 1,1-dioxides in the solid state.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 89231 |
| Deposited On: | 24 Apr 2012 12:30 |
| Last Modified: | 24 Apr 2012 12:30 |
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