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Phosphorus, Sulfur, and Silicon and the Related Elements Volume 191, 2016 - Issue 11-12: 21st International Conference on Phosphorus Chemistry (ICPC-2016)
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Original Articles

The influence of different substituents on the geometrical changes in the heterocyclic moiety of 1,2-diphospholes

T. I. BurganovA. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan, RussiaCorrespondence[email protected]
,
A. A. ZagidullinA. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan, Russia
,
S. A. KatsyubaA. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan, Russia
,
V. A. MiluykovA. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan, Russia
&
O. G. SinyashinA. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan, Russia
Pages 1646-1649 | Received 07 Aug 2016, Accepted 09 Aug 2016, Published online: 30 Aug 2016
 
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GRAPHICAL ABSTRACT

ABSTRACT

It is shown that increase of steric bulk of R group of 1R-1,2-diphospholes results in decrease of the pyramidality of P(III) atom, but has little impact on a planarity of the entire heterocycle in the case of R = Alk. At the same time, planarization of the heterocycle reported elsewhere for R = SnMe3 or SiMe3 is accompanied by moderate increase of the P(III) pyramidality relative to the case of R = Alk. This difference could be related to effects of π-σ conjugation between P-Sn/P-Si moiety and the dienic system of the 1,2-diphosphole.

Funding

This work was supported by the Council on Grants of the President of Russian Federation (MK-7748.2015.3) and Russian Foundation for Basic Research (14-03-00920).

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