Measuring aromaticity by NMR

被引:295
作者
Mitchell, RH [1 ]
机构
[1] Univ Victoria, Dept Chem, Victoria, BC V8W 3V6, Canada
关键词
D O I
10.1021/cr990359+
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A study of measurement of aromaticity was carried out by using NMR. The annulenes was also synthesized such that analysis of NMR data can yield information on their relative aromaticities. The results showed that the annulene 34 is strongly diatropic and annulene 98 is also diatropoic.
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页码:1301 / 1315
页数:15
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共 106 条
[2]  
BALABAN AT, 1987, ANNULENES BENZOHETER, V1
[3]   IMPORTANCE OF LOCAL ANISOTROPIC EFFECTS AND RING CURRENTS ON PROTON SHIELDINGS IN AROMATIC-HYDROCARBONS [J].
BARFIELD, M ;
GRANT, DM ;
IKENBERRY, D .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (24) :6956-6961
[4]   The relationship of classical and magnetic criteria of aromaticity [J].
Bird, CW .
TETRAHEDRON, 1996, 52 (29) :9945-9952
[5]   AROMATIC MOLECULES BEARING SUBSTITUENTS WITHIN CAVITY OF PI-ELECTRON CLOUD .22. A SYNTHESIS OF TRANS-1,3,15,16-TETRAMETHYL-15,16-DIHYDRO-2-AZAPYRENE [J].
BOEKELHE.V ;
PEPPERDI.W .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (12) :3684-&
[6]   AROMATIC MOLECULES BEARING SUBSTITUENTS WITHIN CAVITY OF PI-ELECTRON CLOUD . SYNTHESIS OF TRANS-15,16-DIMETHYLDIHYDROPYRENE [J].
BOEKELHE.V ;
PHILLIPS, JB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (07) :1695-&
[7]   A CRITICAL EVALUATION OF DEPENDENCE OF 3JHH COUPLINGS ON BOND ORDER AND BOND LENGTH IN CONJUGATED CARBOCYCLIC MOLECULES . EVIDENCE FOR A STERIC EFFECT ON 3JHH [J].
COOPER, MA ;
MANATT, SL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (23) :6325-&
[8]  
CREMER D, 1972, LIEBIGS ANN CHEM, V763, P87
[9]   GROUND STATES OF CONJUGATED MOLECULES .11. IMPROVED TREATMENT OF HYDROCARBONS [J].
DEWAR, MJS ;
DELLANO, C .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (04) :789-&
[10]  
DUVERNET R, 1974, P NATL ACAD SCI USA, V71, P2961