Deprotonation/substitution reactions and polymerization of N-silylphosphoranimines
Scheide, Gary Michael
Scheide, Gary Michael
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Date
1988
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Abstract
A broad range of functionalized phosphoranimines have been synthesized by reacting the N-silylphosphoranimine anion 2 (eq 1) with various electrophiles. In previous work, the anion 2 had been shown to react with phosphorus and silicon halides (e.g., Ph$\sb2$PCl and RMe$\sb2$SiCl, where R = Me, Ph, CH=CH$\sb2$, H, (CH$\sb2)\sb3$C$\equiv$N) to give high yields of the expected products. This study initially involved reactions of the anion 2 with carbonyl compounds in an effort to determine if the anion would undergo reactions simliar to an organic alkyl lithium reagent. More importantly, this aspect of the study served as a useful model for the analogous chemistry of the poly(phosphazene) backbone. The major part of this work involved Peterson olefination reactions of the silylated derivative 3 (eq 2) of the anion 2. Deprotonation of 3 followed by addition of various aldehydes and ketones results in the formation of a large series of vinyl substituted N-silylphosphoraminines 4 (eq 2). The thermolysis reactions of these vinyl substituted N-silylphosphoranimines 4 were also studied. Several of these compounds were found to undergo condensation polymerization to yield soluble, linear copolymers (e.g., 5) with pendant vinyl substituents.
Contents
Subject
Subject(s)
Silylphosphoranimines
Phosphorus
Phosphorus
Research Projects
Organizational Units
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Genre
Dissertation
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vi, 110 leaves, bound : illustrations
Department
Chemistry and Biochemistry