C-13 CHEMICAL-SHIFT SENSITIVITY TO CHARGE IN DELOCALIZED CARBOCATIONS AND ITS RELATION TO RING CURRENT ANISOTROPY

被引:28
作者
ELIASSON, B
JOHNELS, D
SETHSON, I
EDLUND, U
MULLEN, K
机构
[1] UMEA UNIV,DEPT ORGAN CHEM,NMR RES GRP,S-90187 UMEA,SWEDEN
[2] UNIV MAINZ,DEPT ORGAN CHEM,W-6500 MAINZ,GERMANY
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1990年 / 06期
关键词
D O I
10.1039/p29900000897
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The total carbon shift changes that occur upon oxidation of a variety of delocalized hydrocarbons have been empirically separated into a charge term and a term related to ring current anisotropy. The largest low-field total shift is observed for the most paratropic di-cations, where the second term is the most significant one. The shielding contribution due to charge is considerably larger for di-cations than for the negatively charged species. Field and ion-pair effects are discussed in this context.
引用
收藏
页码:897 / 900
页数:4
相关论文
共 33 条
[1]  
AVRAN M, 1960, CHEM BER, P1783
[2]  
BAUMANN H, 1978, HEV CHIM ACTA, V61, P2202
[3]   ACEPLEIADYLENE DIANION AND TETRAANION [J].
BECKER, BC ;
HUBER, W ;
MULLEN, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (26) :7803-7805
[4]   STRUCTURE AND REACTIVITY OF POLYCYCLIC ION-PAIRS [J].
BECKER, BC ;
HUBER, W ;
SCHNIEDERS, C ;
MULLEN, K .
CHEMISCHE BERICHTE-RECUEIL, 1983, 116 (04) :1573-1594
[5]  
COHEN Y, 1988, J CHEM SOC P2, P32
[6]   INTERPRETATION OF CHEMICAL SHIFT OF CIF [J].
CORNWELL, CD .
JOURNAL OF CHEMICAL PHYSICS, 1966, 44 (03) :874-&
[7]   C-13 NMR CHARACTERIZATION OF INDENYLLITHIUM IN SOLUTION [J].
EDLUND, U .
ORGANIC MAGNETIC RESONANCE, 1977, 9 (10) :593-595
[8]   A H-1 AND C-13-NMR STUDY OF THE PYRENE DIANION AND PROPOSED TETRA-ANION [J].
ELIASSON, B ;
LEJON, T ;
EDLUND, U .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (09) :591-593
[9]   SOLVATION OF INDENYLLITHIUM AND INDENYLPOTASSIUM STUDIED BY C-13 NMR-SPECTROSCOPY [J].
ELIASSON, B ;
LEJON, T ;
EDLUND, U ;
MUELLER, RL ;
STALEY, SW .
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 1990, 3 (01) :9-12
[10]  
ELIASSON B, 1983, ORG MAGN RESONANCE, V21, P322, DOI 10.1002/omr.1270210508