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Reaction of 4,6-bis(tert-butyl)-2,2,2-trichlorobenzo[d]-1,3,2-dioxaphosphole with phenylacetylene. ipso-Substitution of the tert-butyl group

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Abstract

The reaction of 4,6-bis(tert-butyl)-2,2,2-trichlorobenzo[d]-1,3,2-dioxaphosphole with phenylacetylene follows the mechanism of ipso-substitution of the tert-butyl group that is in para-position relative to the endocyclic O atom of the heterocycle, predominantly yielding 8-(tert-butyl)-2,6-dichloro-2-oxo-4-phenylbenzo[e]-1,2-oxaphosphorinine (NMR data). The structure of its hydrolysis product, 8-(tert-butyl)-6-chloro-2-hydroxy-2-oxo-4-phenylbenzo[e]-1,2-oxaphosphorinine, was proved by X-ray diffraction analysis.

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Authors and Affiliations

  1. A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center of the Russian Academy of Sciences, 8 ul. Akad. Arbuzova, 420088, Kazan, Russian Federation

    V. F. Mironov, R. R. Petrov, A. A. Shtyrlina, I. A. Litvinov, A. T. Gubaidullin, E. N. Varaksina & A. I. Konovalov

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  1. V. F. Mironov
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  2. R. R. Petrov
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  3. A. A. Shtyrlina
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  4. I. A. Litvinov
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  5. A. T. Gubaidullin
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  6. E. N. Varaksina
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  7. A. I. Konovalov
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Mironov, V.F., Petrov, R.R., Shtyrlina, A.A. et al. Reaction of 4,6-bis(tert-butyl)-2,2,2-trichlorobenzo[d]-1,3,2-dioxaphosphole with phenylacetylene. ipso-Substitution of the tert-butyl group. Russian Chemical Bulletin 50, 693–696 (2001). https://doi.org/10.1023/A:1011377231921

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  • DOI: https://doi.org/10.1023/A:1011377231921

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