Publication detail

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

Year: 2017

Type of publication: článek v odborném periodiku

Name of source: Chemistry - A European Journal

Publisher name: Wiley-VCH

Place: Weinheim

Page from-to: 3074-3083

Titles:

Language	Name	Abstract	Keywords
cze	Hydrosilylace RN=CH imino-substituovaných pyridínů bez katalyzátorů	Byla připravena řada pyridine substituovaných ligandu a redukována HSiCl3
eng	Hydrosilylation of RN=CH Imino-Substituted Pyridines without a Catalyst	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.	density functional calculations; hydrosilylation; intramolecular coordination; NMR spectroscopy; silicon

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