Calculation of 17O-NMR Chemical Shifts of Carbonyl Groups in Substituted Benzoyl Halides

Abstract

Abstract:

Based on chemical shift measurements in benzoyl fluorides, benzoyl chlorides and benzoyl bromides, an equation: δ_cal=δ_0n+C×(Δ_o+Δ_m+Δ_p) for calculating carbonyl ¹⁷O-NMR chemical shifts of benzoyl halides was formulated. Thirteen substituent parameters were obtained with leastsquare linear regression. Experimentally measured ¹⁷O chemical shifts of 39 substituted benzoyl halides were used as the test set to examine the accuracy of the calculated results. The confidence limit was found to be 99.5% and the calculating errors for above 90% compounds were less than 5.0 (relative error≤0.5%).

Key words: ¹⁷O-NMR, chemical shift, substituent effect, least square regression analysis, benzoyl halide

CLC Number:

O482.53

LI Li-Dong, LI Lin-Sheng, LAN Yun-Jun. Calculation of ¹⁷O-NMR Chemical Shifts of Carbonyl Groups in Substituted Benzoyl Halides[J]. Chinese Journal of Magnetic Resonance, 2005, 22(4): 401-408.

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Calculation of ¹⁷O-NMR Chemical Shifts of Carbonyl Groups in Substituted Benzoyl Halides

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