Synthesis, polymerization and copolymerization of a new organotin monomer. Application of a copolymer as catalyst for reductive dehalogenation of alkyl halides
作者:
Takeshi Endo,
Hiroshi Kawamoto,
Toshikazu Takata,
期刊:
Die Makromolekulare Chemie
(WILEY Available online 1989)
卷期:
Volume 190,
issue 8
页码: 1827-1836
ISSN:0025-116X
年代: 1989
DOI:10.1002/macp.1989.021900808
出版商: Hüthig&Wepf Verlag
数据来源: WILEY
摘要:
AbstractA new organotin monomer,N‐[3‐(tributylstannyl)propyl]methacrylamide (5) was synthesized in 49% yield by hydrostannylation of acrylonitrile with tributyltin hydride and subsequent reduction of the resulting 3‐tributylstannylpropionitrile (3) with lithium aluminium hydride into 3‐tributylstannylpropylamine (4) which reacted with methacryloyl chloride to afford5. Polymerization of5and copolymerization of5with styrene gave homopolymer6and copolymer7, respectively. In a model study on the stability toward solvolysis,N‐(3‐tributylstannylpropyl)propionamide (8) showed no reactivity, whereas the corresponding ester derivative, 3‐tributylstannylpropyl propionate (9), easily reacted with ethanol to release the tin moiety. Monobromostannyl derivative10, formed by the reaction of7with bromine, showed the catalytic activity in the reductive debromonation of dodecyl bromide with sodium borohydride under photoirradiation conditions at roo
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