C-13 NUCLEAR MAGNETIC-RESONANCE STUDY OF BENZO[B]THIOPHENES AND BENZO[B]THIOPHENE S-OXIDES AND S,S,-DIOXIDES

被引：35

作者：

GENESTE, P ^{[1
]}

OLIVE, JL ^{[1
]}

UNG, SN ^{[1
]}

ELAMOUDIELFAGHI, M ^{[1
]}

EASTON, JW ^{[1
]}

BIERBECK, H ^{[1
]}

SAUNDERS, JK ^{[1
]}

机构：

[1] UNIV SHERBROOKE,FAC SCI,DEPT CHIM,SHERBROOKE J1K 2R1,QUEBEC,CANADA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 16期

关键词：

D O I：

10.1021/jo01330a013

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The 13C NMR spectra of benzo[b]thiophenes and a series of benzo[b]thiophene S-oxides and S, S-dioxides of well-defined structure were recorded. A comparison between benzothiophenes and the sulfoxide and sulfone derivatives permits the characterization of the effect of the sulfoxide and sulfone moieties on 13C chemical shifts in this heteroaromatic system. A comparison of the 13C resonances of benzothiophene S-oxides and S, S-dioxides with the corresponding derivatives of 2, 3-dihydrobenzothiophene shows a decrease in aromaticity on going from the benzo[b] thiophene to the S-oxide and S, S-dioxide systems, the sulfoxide being more aromatic than the sulfone. © 1979, American Chemical Society. All rights reserved.

引用

页码：2887 / 2892

页数：6

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