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Catalytic [6π + 2π]-Cycloaddition of 1,2-Dienes to Bis(cyclohepta-1,3,5-trien-7-yl)alkanes in the Presence of Ti(acac)2Cl2,–Et2AlCl

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Abstract

An efficient procedure has been developed for the synthesis of difficultly accessible 9,9′-(alkane-α,ω-diyl)bis[7-(diphenylmethylidene)bicyclo[4.2.1]nona-2,4-dienes] and 16,16′-(alkane-α,ω-diyl)bis(tricyclo-[9.4.1.02,10]hexa-2,12,14-trienes) in 55–84% yields by [6π + 2π]-cycloaddition of 7,7′-(alkane-α,ω-diyl)bis-(cyclohepta-1,3,5-trienes) to 1,1-diphenylpropa-1,2-diene and cyclonona-1,2-diene in the presence of the catalytic system Ti(acac)2Cl2–Et2AlCl. The structure of the isolated compounds has been reliably proved by modern spectral methods.

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Authors and Affiliations

  1. Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia

    V. A. D’yakonov, G. N. Kadikova, L. M. Khalilov & U. M. Dzhemilev

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  1. V. A. D’yakonov
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  2. G. N. Kadikova
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  3. L. M. Khalilov
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  4. U. M. Dzhemilev
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Correspondence to V. A. D’yakonov.

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Original Russian Text © V.A. D’yakonov, G.N. Kadikova, L.M. Khalilov, U.M. Dzhemilev, 2018, published in Zhurnal Organicheskoi Khimii, 2018, Vol. 54, No. 6, pp. 833–839.

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D’yakonov, V.A., Kadikova, G.N., Khalilov, L.M. et al. Catalytic [6π + 2π]-Cycloaddition of 1,2-Dienes to Bis(cyclohepta-1,3,5-trien-7-yl)alkanes in the Presence of Ti(acac)2Cl2,–Et2AlCl. Russ J Org Chem 54, 832–839 (2018). https://doi.org/10.1134/S1070428018060027

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  • DOI: https://doi.org/10.1134/S1070428018060027

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