Regioselective chelation in the reaction of N-trimethylsilyl-N-acetylglycine N’,N’-dimethylamide with chloro(chloromethyl)dimethylsilane

Regioselective reaction of N-trimethylsilyl-N-acetylglycine N’,N’-dimethylamide with chloro(chloromethyl)dimethylsilane yields chlorosilane MeC(O)N(CH2SiMe2Cl)CH2C(O)NMe2 with a five-membered C,O-chelate ring involving the N-acetyl group rather than the six-membered ring involving the N’,N’-dimethyl...

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Bibliographic Details
Published in:Mendeleev communications 2015-03, Vol.25 (2), p.114-116
Main Authors: Bylikin, Sergey Yu, Korlyukov, Alexander A., Shipov, Alexander G., Arkhipov, Dmitry E., Kalashnikova, Natalia A., Negrebetsky, Vadim V., Baukov, Yuri I.
Format: Article
Language:English
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Summary:Regioselective reaction of N-trimethylsilyl-N-acetylglycine N’,N’-dimethylamide with chloro(chloromethyl)dimethylsilane yields chlorosilane MeC(O)N(CH2SiMe2Cl)CH2C(O)NMe2 with a five-membered C,O-chelate ring involving the N-acetyl group rather than the six-membered ring involving the N’,N’-dimethylamide fragment. According to X-ray data, the pentacoordinate silicon atom in the product has a TBP environment with the halogen and oxygen atoms in axial positions.
ISSN:0959-9436
DOI:10.1016/j.mencom.2015.03.011