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%2F28778758%3A_____%2F17%3AN0000001" target="_blank" >RIV/28778758:_____/17:N0000001 - isvavai.cz</a>
Result on the web
<a href="http://onlinelibrary.wiley.com/doi/10.1002/chem.201604892/full" target="_blank" >http://onlinelibrary.wiley.com/doi/10.1002/chem.201604892/full</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 L1–L3, bearing either one or two RN=CH imine moieties {where L1 and L2 are N,N-chelating ligands 2-(RN=CH)C5H4N (R=Ph (L1) or R=2,4,6-Ph3C6H2 (L2)) and L3 is the N,N,N-chelating ligand 2,6-(RN=CH)2C5H3N (R=2,6-iPr2C6H3)}, 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-iPr2C6H3). 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 L1!SiHCl3 (1a), L2!SiHCl3 (2a), and L3!SiHCl3 (3a). Furthermore, the reaction of L3 with an excess of HSiCl3 provided the intramolecularly coordinated chlorosilicon diamide cyclo-{(C5H3N)-1,3-(CH2NR)2}SiCl2 (4) (R=2,6-iPr2C6H3) 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>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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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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