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Proton magnetic resonance studies of compounds with bridgehead nitrogen. 38—solvent effects in the 1H NMR spectra of nitrogen heterocyclic systems containing a 1,3-arrangement of heteroatoms

✍ Scribed by Trevor A. Crabb; Philip A. Jupp

Publisher
John Wiley and Sons
Year
1980
Tongue
English
Weight
375 KB
Volume
13
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

Solvent effects on the ^1^H NMR parameters of perhydro‐oxazolo[3,4‒a]pyridine, perhydropyrido[1,2‒c]‒[1,3]oxazine and perhydrothiazolo[3,4‒a]pyridine derivatives are described. Particularly marked are changes in the proton‐proton geminal coupling constants of the NCH~2~O and NCH~2~S methylene protons with solvent and these are attributed to reaction field and solvation effects rather than to changes in the position of conformational equilibria.

📜 SIMILAR VOLUMES

Proton magnetic resonance studies of com
Proton magnetic resonance studies of compounds with bridgehead nitrogen. 37–a comparison of the positions of conformational equilibria in 1-methylperhydro-oxazolo[3,4-a]pyridines and in 1-methylperhydrothiazolo [3,4-a]pyridines
✍ Trevor A. Crabb; Philip A. Jupp 📂 Article 📅 1980 🏛 John Wiley and Sons 🌐 English ⚖ 478 KB

## Abstract __cis__(1‐H, 8a‐H)‐1‐Methylperhydro‐oxazolo[3,4‐__a__]pyridine and __cis__(1‐H, 8a‐H)‐1‐methylperhydrothiazolo[3,4‐__a__]pyridine both adopt exclusively the __trans__‐fused conformation in carbon tetrachloride solution at room temperature. Both parent unsubstituted systems exist under s

Proton magnetic resonance studies of com
Proton magnetic resonance studies of compounds with bridgehead nitrogen atoms: XXXII—The 1H n.m.r. spectra and stereochemistry of 4-aryl-1,6,7,11b-tetrahydro-2H,4H-[1,3]oxazino[4,3-a]isoquinoline, 4-aryl-1,2,6,7,12,12b-hexahydro-4H-[1,3]oxazino[3′,4′:1,2]pyrido[3,4-b]indole and of related systems
✍ Trevor A. Crabb; Jacqueline S. Mitchell 📂 Article 📅 1976 🏛 John Wiley and Sons 🌐 English ⚖ 284 KB

## Abstract __cis__(4‐H,11b‐H)‐4‐Aryl‐1,6,7,11b‐tetrahydro‐2__H__,4__H__‐[1,3]oxazino [4,3‐__a__]isoquinoline and the related thiazino compound preferentially adopt in solution the O (or S) inside __cis__‐conformation in contrast to __cis__(1‐H,4a‐H)‐1‐arylperhydropyrido[1,2‐__c__][1,3]oxazine whic