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

Kód výsledku v 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>

Výsledek na webu

<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>

Jazyk výsledku

angličtina

Název v původním jazyce

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

Popis výsledku v původním jazyce

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.

Název v anglickém jazyce

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

Popis výsledku anglicky

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.

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CC - Organická chemie

OECD FORD obor

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Projekt

<a href="/cs/project/GA15-07091S" target="_blank" >GA15-07091S: Nekatalyzované Hydrosilylace Indukované N→Si Koordinací</a><br>

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Rok uplatnění

2017

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Chemistry - A European Journal

ISSN

1521-3765

e-ISSN

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Svazek periodika

23

Číslo periodika v rámci svazku

13

Stát vydavatele periodika

DE - Spolková republika Německo

Počet stran výsledku

10

Strana od-do

3074-3083

Kód UT WoS článku

000384807600018

EID výsledku v databázi Scopus

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