NDLI: Reactions between germylenes (silylenes) and phosphaalkenes: an experimental and theoretical study. Preparation of the first representative of germaphosphacyclopropanes

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Reactions between germylenes (silylenes) and phosphaalkenes: an experimental and theoretical study. Preparation of the first representative of germaphosphacyclopropanes

Content Provider	Springer Nature Link
Author	Kimel, B. G. Tumav, V. V. Faustov, V. I. Promyslov, V. M. Egorov, M. P. Nefedov, O. M.
Copyright Year	2002
Abstract	Reactions of a number of germylenes and dimethylsilylene with a phosphaalkene, 2,2-bis(trimethylsilyl)-1-phenyl-1-phosphaethene (1), were studied. The reaction of short-lived dimethylgermylene with 1 produced a phosphagermirane 3 (the first representative of a new class of heterocyclic compounds). Compound 3 was characterized in solution by $^{1}$H, $^{13}$C, $^{31}$P, and $^{29}$Si NMR spectroscopy. Subsequent reaction of 3 with dimethylgermylene results in 2,2,3,3-tetramethyl-4,4-bis(trimethylsilyl)-1-phenyl-2,3-digerma-1-phosphacyclobutane 4, which has not been reported so far. In order to rationalize different reactivities of germylenes towards alkenes and phosphaalkenes, the addition products of GeH$_{2}$ to ethylene and phosphaethene (HP=CH$_{2}$) were studied using the G2 computational scheme and DFT PBE technique. The adducts of GeMe$_{2}$ (GeCl$_{2}$) with HP=CH$_{2}$ and of GeMe$_{2}$ with PhP=C(SiH$_{3}$)$_{2}$ were also calculated by the DFT PBE method. According to calculations, the exothermicity, DE, of cycloaddition of GeH$_{2}$ and GeMe$_{2}$ to the phosphaalkenes HP=CH$_{2}$ and PhP=C(SiH$_{3}$)$_{2}$ (43.5—39.7 kcal mol$^{–1}$) is nearly twice as high as the exothermicity of cycloaddition of these germylenes to ethylene. In addition to the minimum corresponding to the three-membered cycle, a number of minima corresponding to quite stable donor-acceptor complexes in which the Ge atom is coordinated by the lone electron pair of the P atom in the phosphaalkene molecule were located on the potential energy surface of the germylene—phosphaalkene system. The complexation energy of the complex of GeH$_{2}$ (GeMe$_{2}$) with phosphaethene is 25.0 (16.9) kcal mol$^{–1}$. For GeCl$_{2}$, the exothermicity of cycloaddition to HP=CH$_{2}$ decreases to 7.6 kcal mol$^{–1}$ and the complexation energy decreases to 8.2 kcal mol$^{–1}$.
Starting Page	1568
Ending Page	1574
Page Count	7
File Format	PDF
ISSN	10665285
Journal	Russian Chemical Bulletin
Volume Number	51
Issue Number	8
e-ISSN	15739171
Language	English
Publisher	Kluwer Academic Publishers-Plenum Publishers
Publisher Date	2002-01-01
Publisher Place	New York
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Chemistry/Food Science
Content Type	Text
Resource Type	Article
Subject	Chemistry

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