Hydrosilylation of RN=CH Imino-Substituted Pyridines without a Catalyst

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F17%3A39911690" target="_blank" >RIV/00216275:25310/17:39911690 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1002/chem.201604892" target="_blank" >http://dx.doi.org/10.1002/chem.201604892</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/chem.201604892" target="_blank" >10.1002/chem.201604892</a>

Result language
angličtina
Original language name
Hydrosilylation of RN=CH Imino-Substituted Pyridines without a Catalyst
Original language description
Treatment of the neutral pyridine-based ligands L-1-L-3, bearing either one or two RN=CH imine moieties {where L-1 and L-2 are N, N-chelating ligands 2-(RN=CH)C5H4N (R=Ph (L-1) or R=2,4,6-Ph3C6H2 (L-2)) and L-3 is the N, N, N-chelating ligand 2,6-(RN=CH)(2)C5H3N (R=2,6-iPr(2)C(6)H(3))}, with HSiCl3 yielded N -> Si-coordinated silicon(IV) amides 2{Cl3SiN(R)CH2}C5H4N (1, R=Ph; 2, R=2,4,6-Ph3C6H2) and 2{Cl3SiN(R)CH2}-6-(RN=CH)C5H4N (3, R=2,6-iPr(2)C(6)H(3)). The organosilicon amides 1-3 are the products of spontaneous hydrosilylation of the RN=CH imine moiety induced by N -> Si coordination of the proposed N, N-chelated chlorosilanes L-1 -> SiHCl3 (1a), L-2 -> SiHCl3 (2a), and L-3 -> SiHCl3 (3a). Furthermore, the reaction of L-3 with an excess of HSiCl3 provided the intramolecularly coordinated chlorosilicon diamide cyclo-{(C5H3N)-1,3-(CH2NR)(2)}SiCl2 (4) (R=2,6-iPr(2)C(6)H(3)) as the product of spontaneous reduction of both RN=CH imine moieties. The compounds have been characterized by NMR spectroscopy (1-4) and single-crystal X-ray diffraction analysis (1, 3, and 4). The mechanism of the hydrosilylation of the second RN=CH imine moiety in 3 by an excess of SiHCl3 has also been studied. The experimental work is supplemented by DFT calculations.
Czech name
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Czech description
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Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10402 - Inorganic and nuclear chemistry

Project
<a href="/en/project/GA15-07091S" target="_blank" >GA15-07091S: Uncatalyzed Hydrosilylations Induced by N→Si Coordination</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year
2017
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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