𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Polynuclear Magnetic Resonance of Substituted Thiobenzanilides and Benzanilides: Transmission of Substituent Effects through the Thiocarboxamide Group

✍ Scribed by Karel Waisser; Jiří Kuneš;; Lenka Kubicová; Miloš Buděšínský; Otto Exner

Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
227 KB
Volume
35
Category
Article
ISSN
0749-1581

No coin nor oath required. For personal study only.

✦ Synopsis

The 1H, 13C and 19F NMR spectra of 3º-and 4º-substituted 3-and 4-Ñuorobenzanilides and thiobenzanilides are reported. According to the 19F substituent-induced shifts (SCS), transmission of substituent e †ects through the NHCS group is less efficient than that through NHCO groups. On the other hand, in thioanilides a greater part of the substituent e †ect remains on the functional group itself, as follows mainly from 13C SCS of the central carbon. An explanation is possible in terms of the greater polarizability of sulfur, which accommodates charge better than oxygen. Comparison with the isomers studied previously reveals that transmission depends slightly on the direction. It is more efficient through the NHCX group than through the CXNH group : the nitrogen atom as donor interacts more strongly than carbonyl with the substituent e †ects of acceptor groups.

📜 SIMILAR VOLUMES

Transmission of the substituent effects
Transmission of the substituent effects in 2-substituted benzimidazoles studied by 1H and 13C nuclear magnetic resonance
✍ V. A. Lopyrev; L. I. Larina; T. I. Vakul'skaya; M. F. Larin; O. B. Nefedova; E. 📂 Article 📅 1981 🏛 John Wiley and Sons 🌐 English ⚖ 503 KB

## Abstract The substituent influence on the ^1^H and ^13^C NMR chemical shifts in 2‐substituted benzimidazoles and their anions and cations has been investigated. The transmission of the electronic effects of substituents from C‐2 to C‐5 (6) is approximately 20% less effective than that in the opp

Investigation of benzimidazoles. III—tra
Investigation of benzimidazoles. III—transmission of the substituent effects in 2-substituted 1-methylbenzimidazoles studied by 13C nuclear magnetic resonance
✍ V. A. Lopyrev; L. I. Larina; T. I. Vakul'skaya; E. F. Shibanova; I. A. Titova; M 📂 Article 📅 1982 🏛 John Wiley and Sons 🌐 English ⚖ 394 KB

## Abstract The influence of substituents on the ^13^C NMR chemical shifts of 2‐substituted 1‐methylbenzimidazoles has been investigated. The electronic effects of the substituents are transmitted to C‐4 and C‐7 mainly by the resonance mechanism, and to C‐5, C‐6 and __N__‐CH~3~, by approximately eq

13C nuclear magnetic resonance studies o
13C nuclear magnetic resonance studies of saturated heterocycles: II—substituent effects on the 13C chemical shifts of methyl substituted 1,3-dithianes and their application to the determination of conformational equilibria
✍ Kalevi Pihlaja; Börje Björkqvist 📂 Article 📅 1977 🏛 John Wiley and Sons 🌐 English ⚖ 310 KB 👁 1 views

## Abstract The ^13^C chemical shifts for 1,3‐dithiane and 9 methyl substituted derivatives are reported. Only three of the methyl‐1,3‐dithianes were conformationally anancomeric and hence the conformational equilibria must be taken into account when deriving the values of the different substituent

Through-bond transmission of polar subst
Through-bond transmission of polar substituent effects in the bicyclo [2.2.2]octane ring system as monitored by 119Sn NMR chemical shifts: A 119Sn NMR study of 10-substituted 9-trimethylstannyltriptycenes
✍ William Adcock; V. Sankar Iyer 📂 Article 📅 1991 🏛 John Wiley and Sons 🌐 English ⚖ 508 KB

## Abstract A series of 10‐substituted(X)‐9‐trimethylstannyltriptycenes (2a) were synthesized and characterized and the ^119^Sn chemical shifts measured. Comparisons were made of the ^119^Sn substituent chemical shifts (SCS) of 2a and the corresponding values of 4‐substituted(X)bicyclo[2.2.2]oct‐1‐