Sol–gel derived Si/C/O/N‐materials: molecular model compounds, xerogels and porous ceramics

Cheng, Huijie; Lippe, Katrin; Kroke, Edwin; Wagler, Jörg; Fester, Gerrit W.; Li, Yali; Schwarz, Marcus; Saplinova, Tatyana; Herkenhoff, Stefanie; Ischenko, Vladislav; Woltersdorf, J.

doi:10.1002/aoc.1825

Cited by 8 publications

References 43 publications

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Catalytic transformation of silicon tetraisocyanate Si(NCO)₄ to a polymeric silylcarbodiimide

Schmidt

Jansen

2013

Applied Organom Chemis

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A new way for the preparation of inorganic polymeric carbodiimide‐based networks is presented which resembles the transformation of molecular isocyanates using 1‐phenyl‐3‐methyl‐2‐phospholene‐1‐oxide as a catalyst. The respective reaction sequence, well established in preparative organic chemistry, has been applied for the synthesis of carbodiimide‐based SiNC(O) materials. Starting from Si(NCO)4 (silicon tetraisocyanate), a transformation to an insoluble extended inorganic array was achieved in boiling dodecan (T = 216 °C). Analysis of the polymer using X‐ray diffraction, FT‐IR, density measurement, matrix‐assisted laser desorption/ionization time of flight and TGA revealed that this highly moisture‐sensitive amorphous network consists of oligomers of high molar mass and exhibits a high density of around 1.5 g cm−3, which corresponds quite well to the calculated density of crystalline Si(NCN)2 reported in the literature. Degradation of this 'SiNC(O) phase' with the release of N2 and (CN)2 finally provided SiC as the only crystalline product. No indication of the formation of crystalline Si3N4 or intermediate crystalline 'SiC2N4', silicon carbodiimide (= Si(NCN)2), was noticed. Copyright © 2013 John Wiley & Sons, Ltd.

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Catalytic transformation of silicon tetraisocyanate Si(NCO)₄ to a polymeric silylcarbodiimide

Schmidt

Jansen

2013

Applied Organom Chemis

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Pentacoordinate Silicon Complexes with N‐(2‐pyridylmethyl)salicylamide as a Dianionic (ONN′) Tridentate Chelator

Schwarz

Brendler

Kroke

et al. 2012

Zeitschrift anorg allge chemie

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The title compound, N-(2-pyridylmethyl)salicylamide (1), was synthesized by ester aminolysis of methyl salicylate and 2-picolylamine. In the presence of triethylamine as a supporting base, the salicylamide moiety reacts with the organodichlorosilanes RRЈSiCl 2 to form the desired six-membered heterocycles of the type RRЈSi-O-(o-C 6 H 4 )-C(=O)N(pic), with pic being the 2-pyridylmethyl (i.e., 2-picolyl) moiety and RRЈ = Me,Me (2a); Me,Ph (2b); Ph,Ph (2c); Bn,Bn (2d); All,Ph (2e) and Ph,H (2f). Despite the absence of notable ring strain release Lewis acidity (i.e., only a six-membered chelate is 1768 formed by the dianion, and smaller rings are not present in the compound), the poor electron withdrawal from silicon by its C-or Hsubstituents and the flexible methylene bridge between the salicylamide and the pyridine moiety, the pyridine N donor atom furnishes pentacoordinate silicon coordination spheres in all of these compounds 2a-2f. The coordination number of the silicon atom was confirmed by single-crystal X-ray diffraction analysis for the solid state and by 29 Si NMR spectroscopy for the solution state. Scheme 1. Examples of neutral and cationic halosilane pyridine adducts with hexa-or pentacoordinate silicon atom.

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Higher-Coordinated Molecular Silicon Compounds

Wagler

Böhme

Kroke

2013

Structure and Bonding

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Sol–gel derived Si/C/O/N‐materials: molecular model compounds, xerogels and porous ceramics

Cited by 8 publications

References 43 publications

Catalytic transformation of silicon tetraisocyanate Si(NCO)₄ to a polymeric silylcarbodiimide

Catalytic transformation of silicon tetraisocyanate Si(NCO)₄ to a polymeric silylcarbodiimide

Pentacoordinate Silicon Complexes with N‐(2‐pyridylmethyl)salicylamide as a Dianionic (ONN′) Tridentate Chelator

Higher-Coordinated Molecular Silicon Compounds

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Sol–gel derived Si/C/O/N‐materials: molecular model compounds, xerogels and porous ceramics

Cited by 8 publications

References 43 publications

Catalytic transformation of silicon tetraisocyanate Si(NCO)4 to a polymeric silylcarbodiimide

Catalytic transformation of silicon tetraisocyanate Si(NCO)4 to a polymeric silylcarbodiimide

Pentacoordinate Silicon Complexes with N‐(2‐pyridylmethyl)­salicylamide as a Dianionic (ONN′) Tridentate Chelator

Higher-Coordinated Molecular Silicon Compounds

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Catalytic transformation of silicon tetraisocyanate Si(NCO)₄ to a polymeric silylcarbodiimide

Catalytic transformation of silicon tetraisocyanate Si(NCO)₄ to a polymeric silylcarbodiimide

Pentacoordinate Silicon Complexes with N‐(2‐pyridylmethyl)salicylamide as a Dianionic (ONN′) Tridentate Chelator