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• W2063595478 abstract "The carbonyl group in lactones and, to a lesser extent, in lactams tends to show a CCO angle that is larger than the OCO or NCO angle, the difference increasing in magnitude as the ring size decreases. The observed trend provides information on ratios of force constants characterising the flexibility of the s-cis-ester group and may be interpreted in terms of incipient chemical reaction to −O(CH2)nCO+. Molecular orbital calculations (MINDO/3, MNDO, EH) for model compounds provide an electronic interpretation of this angle difference in terms of an anomeric interaction between the p-type lone pair on the carbonyl O-atom and the antibonding C-O or C-N orbital." @default.
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• W2063595478 date "1985-02-13" @default.
• W2063595478 modified "2023-10-18" @default.
• W2063595478 title "Bond Angles in Lactones and Lactams" @default.
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• W2063595478 doi "https://doi.org/10.1002/hlca.19850680110" @default.
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