Penelle, J.
Mayne, V.
Vinyl polymers containing about 20 mol-% of trimethylsilyl or tertbutyldimethylsilyl enol ether functionalities were synthesized by copolymerizing styrene or methyl methacrylate with either 2-trimethylsiloxybutadiene or 2-(tertbutyldimethysiloxy)butadiene under classical free-radical polymerization conditions. The reactivity of the resulting polymers toward a set of classical electrophilic reagents was investigated. Selected electrophiles included water, p-toluenesulfonyl isocyanate ([2+2]-cycloaddition), aromatic and aliphatic aldehydes (aldol reaction), benzaldehyde dimethyl acetal (Noyori condensation), and bromine. Detailed analysis of the polymer final structure - including quantitative H-1- and C-13-NMR analysis - demonstrated that in most cases the silyl enol ether group displays the same reactivity pattern as low-molecular weight analogs. (C) 1997 Elsevier Science Ltd.
Bibliographic reference |
Penelle, J. ; Mayne, V.. Reactivity of electrophilic reagents towards silyl enol ether groups incorporated into vinyl polymers. In: Tetrahedron, Vol. 53, no. 45, p. 15429-15444 (1997) |
Permanent URL |
http://hdl.handle.net/2078.1/45888 |