PROTON NUCLEAR MAGNETIC RESONANCE ANALYSIS OF STABLE CLASSICAL 2-PHENYL-2-NORBORNYL AND RELATED CATIONS

被引：65

作者：

FARNUM, DG

MEHTA, G

机构：

[1] Department of Chemistry, Michigan State University, East Lansing

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1969年 / 91卷 / 12期

关键词：

D O I：

10.1021/ja01040a028

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The 100-Mc nmr spectrum of the 2-phenyl-2-norbornyl cation has been analyzed with the aid of deuterium labeling, spin decoupling, and computer simulation. From a comparison with several related norbornyl and bicyclo[2.2.2]octyl systems it is concluded that the title cation is classical. Some dramatic examples of the low-field chemical shifts of bridgehead norbornyl hydrogens are described. © 1969, American Chemical Society. All rights reserved.

引用

页码：3256 / &

共 27 条

[1] BERSON JA, 1964, J AM CHEM SOC, V86, P609, DOI 10.1021/ja01058a015
[2] RING EXPANSION ROUTE TO BICYCLIC CARBONIUM IONS .1. MULTIPLE REARRANGEMENT OF ENDO-2-NORBORNYLCARBINYL SYSTEM
BERSON, JA
REYNOLDSWARNHOFF, P
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (04) : 595 - &
[3] BETHELL D, 1967, CARBONIUM IONS, P280
[4] BETHELL D, 1967, CARBONIUM IONS, P279
[5] RESEARCHES ON ACETYLENIC COMPOUNDS .1. THE PREPARATION OF ACETYLENIC KETONES BY OXIDATION OF ACETYLENIC CARBINOLS AND GLYCOLS
BOWDEN, K
HEILBRON, IM
JONES, ERH
WEEDON, BCL
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1946, (JAN): : 39 - 45
[6] RATES OF SOLVOLYSIS OF RHO-NITROBENZOATES OF EXO-ENDO TERTIARY NORBORNEOLS . CRITICAL EXAMINATION OF EXO-ENDO RATE RATIO AS BASIS FOR POSTULATED NONCLASSICAL STRUCTURE OF NORBORNYL CATION
BROWN, HC
CHLOUPEK, FJ
REI, MH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (06) : 1248 - +
[7] BROWN HC, 1968, J AM CHEM SOC, V90, P2693
[8] ON NORBORNYL CATION PROBLEM
COREY, EJ
CASANOVA, J
VATAKENCHERRY, PA
WINTER, R
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (02) : 169 - &
[9] DENO NC, 1961, TETRAHEDRON LETT, P414
[10] USE OF A MODEL FOR RING-CURRENT EFFECT IN ANALYSIS OF NUCLEAR MAGNETIC RESONANCE SPECTRA OF DI- AND TRIPHENYLCYCLOPROPENIUM IONS
FARNUM, DG
WILCOX, CF
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (21) : 5379 - &

← 1 2 3 →