ONE-BOND CC SPIN-SPIN COUPLING-CONSTANTS IN DERIVATIVES OF BENZENE - NONLINEARITY OF (1)J(CC) VS SUBSTITUENT ELECTRONEGATIVITY

被引：12
|
作者：
KAMIENSKATRELA, K
DABROWSKI, A
JANUSZEWSKI, H
机构：
[1] Institute of Organic Chemistry, Polish Academy of Sciences, Warsaw
来源：
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY | 1993年 / 49卷 / 11期
关键词：
D O I：
10.1016/0584-8539(93)80118-T
中图分类号：
O433 [光谱学];
学科分类号：
0703 ; 070302 ;
摘要：
A set of one-bond CC coupling constants has been determined for mono- and disubstituted benzenes. Large 1J(CC) values have been found within the benzene rings bearing highly electronegative substituents such as halogens, methoxy and nitro groups and small values for those with electropositive substituents. The total range of 1J(CC) couplings observed in our work is larger than 50 Hz. These large variations of CC spin-spin couplings are interpreted in terms of Fermi-contact contributions and the redistribution of s-electrons within a CC bond under influence of substituents. Contrary to some previous findings the data obtained in the present work indicate that the relationship between 1J(CC) and the substituent electronegativity is not linear.
引用
收藏
页码：1613 / 1619
页数：7
相关论文
共 50 条
  • [31] LARGE CC SPIN SPIN COUPLING-CONSTANTS ACROSS DOUBLE-BONDS - VALIDITY OF THE MULTIPLICATIVE APPROACH
    KAMIENSKATRELA, K
    BIEDRZYCKA, Z
    DABROWSKI, A
    MAGNETIC RESONANCE IN CHEMISTRY, 1991, 29 (12) : 1216 - 1220
  • [32] USE OF 3-BOND SPIN-SPIN COUPLING-CONSTANTS IN DETERMINATION OF CONFORMATIONS OF MOLECULES IN SOLUTION
    FEENEY, J
    PROCEEDINGS OF THE ROYAL SOCIETY OF LONDON SERIES A-MATHEMATICAL PHYSICAL AND ENGINEERING SCIENCES, 1975, 345 (1640): : 61 - 72
  • [33] NEGATIVE REDUCED 3-BOND N-15-H-1 SPIN-SPIN COUPLING-CONSTANTS
    JAKOBSEN, HJ
    DESHMUKH, S
    JOURNAL OF MAGNETIC RESONANCE, 1981, 42 (02) : 337 - 340
  • [34] Benchmarking SOPPA(CC2) for the calculation of indirect nuclear spin-spin coupling constants: Carbocycles
    Kjaer, Hanna
    Sauer, Stephan P. A.
    Kongsted, Jacob
    Rusakov, Yury Yu.
    Krivdin, Leonid B.
    CHEMICAL PHYSICS, 2011, 381 (1-3) : 35 - 43
  • [35] SUBSTITUENT EFFECTS ON NUCLEAR-SPIN SPIN CARBON CARBON COUPLING-CONSTANTS IN DERIVATIVES OF ACETYLENE
    KAMIENSKATRELA, K
    BIEDRZYCKA, Z
    MACHINEK, R
    KNIERIEM, B
    LUTTKE, W
    ORGANIC MAGNETIC RESONANCE, 1984, 22 (05): : 317 - 322
  • [36] N-15-C-13 SPIN-SPIN COUPLING-CONSTANTS IN SOME ANILINE DERIVATIVES
    WASYLISHEN, RE
    CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1976, 54 (05): : 833 - 839
  • [37] RELATION BETWEEN CARBON CHEMICAL-SHIFTS AND J(CH) SPIN-SPIN COUPLING-CONSTANTS
    PEHK, T
    ALLA, M
    LIPPMAA, E
    ORGANIC MAGNETIC RESONANCE, 1973, 5 (07): : 351 - 352
  • [38] STUDY OF SUBSTITUENT EFFECTS ON ONE-BOND C-13-C-13 NMR COUPLING-CONSTANTS IN ADAMANTANE DERIVATIVES
    KRISHNAMURTHY, VV
    IYER, PS
    OLAH, GA
    JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (20): : 3373 - 3378
  • [39] SPIN SPIN COUPLING-CONSTANTS BETWEEN CARBONS SEPARATED BY MORE THAN ONE BOND
    KRIVDIN, LB
    DELLA, EW
    PROGRESS IN NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY, 1991, 23 : 301 - 610
  • [40] Limiting values of the one-bond C-H spin-spin coupling constants of the imidazole ring of histidine at high-pH
    Vila, Jorge A.
    Scheraga, Harold A.
    JOURNAL OF MOLECULAR STRUCTURE, 2017, 1134 : 576 - 581
12345