Modeling of 13C NMR Chemical Shifts in Aromatic Ethers

doi:10.11938/cjmr20160302

Abstract

Abstract:

Atomic electronegative space distance vector (AESDV) which characterizing the microenvironment of equivalent carbon atoms was constructed based on the three-dimensional structures of aromatic ethers. The AESDV was then employed in combination with atomic hybridation state index (AHSI) to calculate ¹³C NMR chemical shifts of 46 carbon atoms in 9 aromatic ethers, and to explore quantitative structure spectroscopy relationship. With multiple linear regression (MLR), a model with a correlation coefficient (R) of 0.964 and a standard deviation (SD) of 8.763 was obtained. Cross-validation of the model was performed by leave-one-out procedure (LOO), resulting in a correlation coefficient (R_CV) of 0.948 and a standard deviation (SD_CV) of 10.362. Furthermore, the 9 aromatic ethers were randomly assigned into a training set and a test set, respectively, to validate this model, and the correlation coefficients R_test1 and R_test2 were found to be 0.979 and 0.939, and the standard deviations SD_test1 and SD_test2to be 6.400 and 10.162, respectively. The results showed that the model established can be used to predict ¹³C NMR chemical shifts in aromatic ethers.

Key words: atomic electronegative space distance vector (AESDV), ¹³C chemical shift, quantitative structure spectroscopy relationship (QSSR), aromatic ethers

CLC Number:

O482.53
O641

LIAO Li-min, HUANG Xi, LI Jian-feng. Modeling of ¹³C NMR Chemical Shifts in Aromatic Ethers[J]. Chinese Journal of Magnetic Resonance, 2016, 33(3): 368-377.

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Modeling of ¹³C NMR Chemical Shifts in Aromatic Ethers

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