Mutual influence of a two-carbon hydrocarbyl substituent at silicon and the silatranyl group: Molecular structure of 1-ethyl-, 1-vinyl-, and 1-ethynylsilatranes and their analogues

Воронков, М. Г.; Zel’bst, E. A.; Kashaev, A. A.; Katkevich, A. V.; Фундаменский, В. С.; Bruskov, V. A.; Abumov, Pavel; Belyaeva, V. V.

doi:10.1134/s0012500807050011

Cited by 5 publications

(4 citation statements)

References 5 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Si-N bond strengthens with the increase in unsaturation in the chain as observed in 229 67 It also varies with the inductive effect of substituent attached to C atoms as observed in 219 112 and 258. 136 The Si-C bond lengths remains the same as in tetrahedral silicon compounds such as in ethyl-, vinyl-and ethynylsilatranes. 136 It is clear from the comparison of silatranes of this category that substitution of highly electronegative F in trifluoromethylsilatrane (77) 57 decreases the transannular Si-N bond as compared to methylsilatrane.…”

Section: Categorymentioning

confidence: 93%

“…136 The Si-C bond lengths remains the same as in tetrahedral silicon compounds such as in ethyl-, vinyl-and ethynylsilatranes. 136 It is clear from the comparison of silatranes of this category that substitution of highly electronegative F in trifluoromethylsilatrane (77) 57 decreases the transannular Si-N bond as compared to methylsilatrane. 130 Category 8…”

Section: Categorymentioning

confidence: 93%

“…Phosphorylaminopropylsilatranes (134)(135)(136)(137)(138)(139)(140)(141)(142)(143)(144)(145) were systematically generated by nucleophillic substitution reaction of 2-chloro-1,3,2-dioxaphosphinanes and aminopropylsilatrane (Scheme 9) 88 The reaction was carried out in dichloromethane in the presence of triethylamine. The contents were added at 10 1C in about 1 h followed by constant stirring for 2-4 h at room temperature.…”

Section: Route 3: Reaction Of Silatrane With Suitable Reagent To Form...mentioning

confidence: 99%

“…21) show the mutual influence of the silatranyl group and a two-carbon hydrocarbyl substituent R at the silicon atom. 136 The molecular structure of 1-allyl-2,8,9trioxa-5-aza-1-silabicyclo[3.3.3]undecane shows hyperconjugation between the C-Si bond and an allyl double bond. 137 The effect of different R groups on equatorial Si-O, Si-N and Si-C/X bond lengths is given in Table 14.…”

Section: Crystallographic Studiesmentioning

confidence: 99%

See 3 more Smart Citations

Silatranes: a review on their synthesis, structure, reactivity and applications

2011

View full text Add to dashboard Cite

This critical review summarizes progress of the rapidly developing and very active field of silatrane chemistry. The first part of the review deals with general synthetic approaches used to synthesize different silatranes. The most interesting feature of silatranes, i.e., variation of Si-N bond length on the basis of the axial substituent of Si, and other structural features, are described in the second part with special emphasis on crystallographic and theoretical studies. It is followed by a discussion on the reactivity of various silatranes. Silatranes have now gained acceptance for a wide variety of applications which are summarized in the last section of review. Some of them have extensive interest due to their medical use to heal wounds or stimulate hair-growth (pilotropic activity), biological properties, pharmacological properties e.g. antitumor, anticancer, antibacterial, anti-inflammatory, fungicidal activity, stimulating effect in animal production and seed germination effects. The review focuses on the extended potential of silatranes in sol-gel processes, mesoporous zeotypes, atomic force microscopy, commercial products such as adhesion promoters, polymer formation and rubber compositions. This critical review will be helpful for general researchers, experts, advanced undergraduates and newcomers working on silatrane chemistry as this review presents greater emphasis on synthesis and characterization, structural properties, reactivity and applications of silatranes in the field of biology, material science, sol-gel chemistry, pharmaceutics, agriculture and medicine (311 references).

show abstract