N,N-bis[ethoxy(methyl)silylmethyl]methylamines MeN[CH2SiMem(OEt)(3-m)](2) (m=0-2). Synthesis and reactions with phenol

Citation
Nf. Lazareva et Ei. Brodskaya, N,N-bis[ethoxy(methyl)silylmethyl]methylamines MeN[CH2SiMem(OEt)(3-m)](2) (m=0-2). Synthesis and reactions with phenol, RUSS J G CH, 71(2), 2001, pp. 201-205
Citations number
28
Categorie Soggetti
Chemistry
Journal title
RUSSIAN JOURNAL OF GENERAL CHEMISTRY
ISSN journal
10703632 → ACNP
Volume
71
Issue
2
Year of publication
2001
Pages
201 - 205
Database
ISI
SICI code
1070-3632(200102)71:2<201:NM(>2.0.ZU;2-X
Abstract
Previously unknown N,N-bis[ethoxy(methyl)silylmethyl]amines MeN[CH2SiMem(OE t)(3-m)]2 (m = 0-2) were synthesized. According to UV spectral data, only M eN[CH2SiMe2(OEt)](2) form hydrogen bond with phenol in a heptane solution. The amines with m = 0 and 1 fail to forms hydrogen bond with phenol [under the same conditions, N-(triethoxysilylmethyl)dimethylamine Me2NCH2Si(OEt)(3 ) forms a strong hydrogen bond with phenol]. All the amines (m = 0-2) enter transetherification with phenol to give compounds of the general formula M eN[CH2SiMem(OPh)(n)(OEt)(3-m-n)](2) (m = 0-2, n = 1-3). Refluxing of N,N-bi s[ethoxy(methyl) silylmethyl]amines with excess phenol results in cleavage of the Si-C bond by phenol, providing phenoxy-silanes MemSi(OPh)(4-m) (m = 0-2) and trimethylamine.