CONFORMATIONAL-ANALYSIS BY CHEMICAL-SHIFT SIMULATION - STRUCTURE OF 1,1,10,10-TETRAMETHYL[3.3]METACYCLOPHANE-2,11-DIONE

被引:28
作者
FUKAZAWA, Y
HAYASHIBARA, T
YANG, YY
USUI, S
机构
[1] Department of Chemistry, Faculty of Science, Hiroshima University, Higashi-Hiroshima
关键词
D O I
10.1016/0040-4039(95)00538-N
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The conformational analysis of the title compound (2b) using X-ray crystallographic analysis, molecular mechanics calculations, and chemical shift simulation method is presented. The anti structure which plays a significant role in its conformational dynamic equilibrium was determined by estimation of the induced shift value caused by the aromatic ring and carbonyl group in the molecule.
引用
收藏
页码:3349 / 3352
页数:4
相关论文
共 45 条
[1]   MOLECULAR MECHANICS (MM3) CALCULATIONS ON ALDEHYDES AND KETONES [J].
ALLINGER, NL ;
CHEN, KS ;
RAHMAN, M ;
PATHIASERIL, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (12) :4505-4517
[2]   MOLECULAR MECHANICS (MM3) STUDIES OF CARBOXYLIC-ACIDS AND ESTERS [J].
ALLINGER, NL ;
ZHU, ZQ ;
CHEN, KH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (15) :6120-6133
[3]   MOLECULAR MECHANICS - THE MM3 FORCE-FIELD FOR HYDROCARBONS .1. [J].
ALLINGER, NL ;
YUH, YH ;
LII, JH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (23) :8551-8566
[4]   A MOLECULAR MECHANICS FORCE-FIELD (MM3) FOR ALCOHOLS AND ETHERS [J].
ALLINGER, NL ;
RAHMAN, M ;
LII, JH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (23) :8293-8307
[5]   NUCLEAR MAGNETIC RESONANCE SPECTRAL ASSIGNMENTS FROM NUCLEAR OVERHAUSER EFFECTS [J].
ANET, FAL ;
BOURN, AJR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (22) :5250-&
[6]   A MOLECULAR MECHANICS STUDY OF CYCLOPROPANES WITHIN THE MM2 AND MM3 FORCE-FIELDS [J].
APED, P ;
ALLINGER, NL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (01) :1-16
[7]   CHEMICAL SHIFT .5. FURTHER STUDIES ON LONG-RANGE SHIELDING EFFECTS OF C-H AND C=O BONDS [J].
APSIMON, JW ;
BEIERBECK, H .
CANADIAN JOURNAL OF CHEMISTRY-BACK YEAR, 1971, 49 (09) :1328-+
[8]   CORRELATION OF INTRAMOLECULAR NUCLEAR OVERHAUSER EFFECT WITH INTERNUCLEAR DISTANCE [J].
BELL, RA ;
SAUNDERS, JK .
CANADIAN JOURNAL OF CHEMISTRY, 1970, 48 (07) :1114-&
[9]   DIAMAGNETIC ANISOTROPY OF ELECTRON GROUPS [J].
BOTHNERB.AA ;
POPLE, JA .
ANNUAL REVIEW OF PHYSICAL CHEMISTRY, 1965, 16 :43-+
[10]   (3.3)METACYCLOPHANES WITH ANTI CONFORMATION [J].
BREITENBACH, J ;
HOSS, R ;
NIEGER, M ;
RISSANEN, K ;
VOGTLE, F .
CHEMISCHE BERICHTE-RECUEIL, 1992, 125 (01) :255-258