Chao-tun Cao, Lin-yan Wang, Chen-zhong Cao. Substituent E ects on 13C NMR and 1H NMR Chemical Shifts of CH=N in Multi-substituted Benzylideneanilines[J]. Chinese Journal of Chemical Physics , 2018, 31(1): 45-51. doi: 10.1063/1674-0068/31/cjcp1704077
Citation: Chao-tun Cao, Lin-yan Wang, Chen-zhong Cao. Substituent E ects on 13C NMR and 1H NMR Chemical Shifts of CH=N in Multi-substituted Benzylideneanilines[J]. Chinese Journal of Chemical Physics , 2018, 31(1): 45-51. doi: 10.1063/1674-0068/31/cjcp1704077

Substituent E ects on 13C NMR and 1H NMR Chemical Shifts of CH=N in Multi-substituted Benzylideneanilines

doi: 10.1063/1674-0068/31/cjcp1704077
  • Received Date: 2017-04-20
  • Fifty-three samples of multi-substituted benzylideneanilines XArCH=NArYs (abbreviated XBAYs) were synthesized and their NMR spectra were determined. An extensional study of substituent effects on the 1H NMR chemical shifts (δH(CH=N)) and 13C NMR chemical shifts (δC(CH=N)) of the CH=N bridging group from di-substituted to multi-substituted XBAYs was made based on a total of 182 samples of XBAYs, together with the NMR data of other 129 samples of di-substituted XBAYs quoted from literatures. The results show that the substituent specific cross-interaction effect parameter (Δ(Σσ)2)plays an important role in quantifying the δC(CH=N) values of XBAYs, but it is negligible for quantifying the δH(CH=N) values; the other substituent parameters also present different influences on the δC(CH=N) and δH(CH=N). On the whole, the contributions of X and Y to the δC(CH=N) of XBAYs are balanced, but the δH(CH=N) values of XBAYs mainly rely on the contributions of X.
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Substituent E ects on 13C NMR and 1H NMR Chemical Shifts of CH=N in Multi-substituted Benzylideneanilines

doi: 10.1063/1674-0068/31/cjcp1704077

Abstract: Fifty-three samples of multi-substituted benzylideneanilines XArCH=NArYs (abbreviated XBAYs) were synthesized and their NMR spectra were determined. An extensional study of substituent effects on the 1H NMR chemical shifts (δH(CH=N)) and 13C NMR chemical shifts (δC(CH=N)) of the CH=N bridging group from di-substituted to multi-substituted XBAYs was made based on a total of 182 samples of XBAYs, together with the NMR data of other 129 samples of di-substituted XBAYs quoted from literatures. The results show that the substituent specific cross-interaction effect parameter (Δ(Σσ)2)plays an important role in quantifying the δC(CH=N) values of XBAYs, but it is negligible for quantifying the δH(CH=N) values; the other substituent parameters also present different influences on the δC(CH=N) and δH(CH=N). On the whole, the contributions of X and Y to the δC(CH=N) of XBAYs are balanced, but the δH(CH=N) values of XBAYs mainly rely on the contributions of X.

Chao-tun Cao, Lin-yan Wang, Chen-zhong Cao. Substituent E ects on 13C NMR and 1H NMR Chemical Shifts of CH=N in Multi-substituted Benzylideneanilines[J]. Chinese Journal of Chemical Physics , 2018, 31(1): 45-51. doi: 10.1063/1674-0068/31/cjcp1704077
Citation: Chao-tun Cao, Lin-yan Wang, Chen-zhong Cao. Substituent E ects on 13C NMR and 1H NMR Chemical Shifts of CH=N in Multi-substituted Benzylideneanilines[J]. Chinese Journal of Chemical Physics , 2018, 31(1): 45-51. doi: 10.1063/1674-0068/31/cjcp1704077
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