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Conformational analysis of dibenzo[a,e]cyclooctadiene and three related heterocyclic compounds

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Abstract

A theoretical B3LYP/6-311++G(d,p) study of four derivatives of cyclooctadiene bearing two aromatic or heteroaromatic rings is reported. The conformational analysis reproduces well the experimental results (minima and transition states). The GIAO calculated 1H and 13C chemical shifts proved useful in solving some stereochemical questions.

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Acknowledgments

This study was supported by the Ministerio de Ciencia e Innovación, MICINN (Project No. CTQ2009-13129-C02-02) and Comunidad Autónoma de Madrid (Project MADRISOLAR, ref. S-0505/PPQ/0225). Thanks are given to the CTI (CSIC) for allocation of computer time.

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  1. Instituto de Química Médica, CSIC, Juan de la Cierva, 3, 28006, Madrid, Spain

    Ibon Alkorta & José Elguero

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  1. Ibon Alkorta
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  2. José Elguero
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Correspondence to Ibon Alkorta.

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Alkorta, I., Elguero, J. Conformational analysis of dibenzo[a,e]cyclooctadiene and three related heterocyclic compounds. Struct Chem 21, 885–891 (2010). https://doi.org/10.1007/s11224-010-9625-7

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