Synthesis and Comparative Analysis of the Steric and Supramolecular Structures of Diastereomers of 4,4-Bis(trifluoromethyl)-2-(fluoroalkoxy)-6,7-benzo-1,3,2λ5- dioxaphosphepin-5-one 2-Oxides |
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| Authors: | Gubaidullin A. T. Mironov V. F. Burnaeva L. M. Litvinov I. A. Dobrynin A. B. Goryunov E. I. Ivkova G. A. Konovalova I. V. Mastryukova T. A. |
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| Affiliation: | (1) Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center, Russian Academy of Sciences, Kazan, Tatarstan, Russia;(2) Kazan State University, Kazan, Tatarstan, Russia;(3) Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow, Russia |
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| Abstract: | Reaction with hexafluoroacetone of 2-fluoroalkoxy-5,6-benzo-1,3,2-dioxophosphorinan-5-ones containing a chiral fluorinated exocyclic substituent on the phosphorus atom, with hexafluoroacetone leads to formation of 4,4-bis(trifluoromethyl)-6,7-benzo-1,4,2-dioxaphosphepines with a high regio- and stereoselectivity. The configuration of all isolated individual diastereomers was established by X-ray diffraction. The molecular and supramolecular structure of the compounds were examined in terms of the proposed model that takes account of the revealed effect of separation of hydrophilic and lipophilic regions in the crystal. |
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