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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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