Molecular Association of 2,3-Dihydro-2-alkyl-3-hydroxybenzisothiazole 1,1-Dioxides: Formation of Novel Bicyclic Dimers Containing 12/14-Membered Rings 1

Journal of Organic Chemistry

Volumn 63, Issue 2, 1998, Pages 230-234

  Rajeev, Kallanthottathil G ^a   Samanta, Uttamkumar ^a   Chakrabarti, Pinak ^a,b   Shashidhar, Mysore S ^a   George Samuel, A ^a  

^a NATIONAL CHEMICAL LABORATORY   (India)

^b BOSE INSTITUTE   (India)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001405586     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo962352n     Document Type: Article

References (31)

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19. 1H NMR spectra.
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24. We thank one of the referees for drawing our attention to this aspect.
25. 3 and about 0.50 δ with temperature between 238 K and 298 K for 2.
26. Intramolecular hydrogen bonding can however be ruled out since this would require OH chemical shift to be independent of concentration.
27. The hydroxyl group (O1 and O1′) in both the molecules in the asymmetric unit of 4 occupy two disordered positions (in the ratio 8:2 and 6:4), and the n-propyl group has very high-temperature factors. The disorder is caused by both the enantiomorphic forms of the molecule occurring at the same position in the crystal, resulting in the hydroxyl group to appear at two places and the alkyl chain to have a diffused electron density. Because of the lesser accuracy of the structure it is no further included in our discussion.
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