Conformational insights into furo- and thieno[2,3-b]indolines derived from coupling constants and molecular modeling

Copyright 2004 John Wiley & Sons, Ltd.

Bibliographische Detailangaben
Veröffentlicht in:Magnetic resonance in chemistry : MRC. - 1985. - 42(2004), 11 vom: 15. Nov., Seite 973-6
1. Verfasser: Morales-Ríos, Martha S (VerfasserIn)
Weitere Verfasser: Santos-Sánchez, Norma F, Pérez-Rojas, Nadia A, Joseph-Nathan, Pedro
Format: Aufsatz
Sprache:English
Veröffentlicht: 2004
Zugriff auf das übergeordnete Werk:Magnetic resonance in chemistry : MRC
Schlagworte:Journal Article Research Support, Non-U.S. Gov't Indoles indoline 6DPT9AB2NK
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520 |a The extent to which conformational preferences of fused heterocyclic five-membered rings change with the nature of the heteroatom (O and S) was investigated in furo- (1, 2) and thieno[2,3-b]indolines (3, 4) by the combined use of 1H NMR spectroscopy and density functional theory (DFT) calculations. In contrast to the behavior observed for pyrroloindolines, the furo- and thienoindolines exist in solution in only one conformer, with structures in the 2E-2T3 (1,2) and 2T3-E (3,4) North/West region of the pseudorotational wheel, and with pseudorotation phase angles (P) of 315.8, 311.6, 337.2 and 331.6 degrees, respectively 
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