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The reduction of Ag(I) by α‐silylamines R 2 NCH 2 SiX 3
Author(s) -
Lazareva Nataliya F.,
Vakul'skaya Tamara I.,
Albanov Alexander I.,
Pestunovich Vadim A.
Publication year - 2006
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.1132
Subject(s) - chemistry , organosilicon , amine gas treating , reactivity (psychology) , substituent , electron paramagnetic resonance , medicinal chemistry , electron transfer , ammonium , solid state , ammonia , stereochemistry , polymer chemistry , organic chemistry , medicine , physics , alternative medicine , pathology , nuclear magnetic resonance
The introduction of the organosilicon substituent into the α‐position of an amino group results in cardinal change of the amine reactivity irrespective of the coordination state of silicon. Amines R 2 NCH 2 SiX 3 [R = Me, Et, PhCH 2 , CH 2 SiX 3 ; SiX 3 = SiMe 3 , Si(OEt) 3 , Si(OCH 2 CH 2 ) 3 N] easily react with AgNO 3 , to give the corresponding ammonium salts (R 2 NH + CH 2 SiX 3 )·NO 3 − . At the same time, Ag(I) is reduced to Ag(0). The interaction of N ‐methyl‐ N , N ‐bis(silatranylmethyl)amine with AgNO 3 has been investigated by EPR spectroscopy. It was proven that the reaction involved a single electron transfer stage with the formation of cation radical of this amine. A mechanism of the reaction is proposed. Copyright © 2006 John Wiley & Sons, Ltd.