Nucleophilic reactions of (silylamino)phosphinesShow full item record
Title | Nucleophilic reactions of (silylamino)phosphines |
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Author | Morton, David Ward |
Date | 1981 |
Genre | Dissertation |
Degree | Doctor of Philosophy |
Abstract | (Silylamino)phosphines (I) react smoothly with ketones and aldehydes via nucleophilic attack by phosphorus, followed by a {1,4} silyl migration from nitrogen to oxygen. Compounds of structure II are isolated when R is SiMe(,3). When R is Me, however, II reacts further with the carbonyl compound to produce phosphine oxides III. Compound I(R = Me(,3)Si) reacts with (alpha),(beta)-unsaturated ketones and aldehydes in a 1,4 manner, producing silyl enol ethers. The cyclic (silylamino)phosphine Me(,2)SiCH(,2)CH(,2)SiMe(,2)NPMe(,2) reacts analogously with acetone and(' ) methyl vinyl ketone with ring expansion to yield phosphinimines with 8- and 10-membered rings, respectively. The results of reactions of I(R = Me(,3)Si) with ethyl bromoacetate, allyl bromide, carbon disulfide, and chloroformates are also described. |
Link | https://repository.tcu.edu/handle/116099117/31774 |
Department | Chemistry and Biochemistry |
Advisor | Neilson, Robert H. |
This item appears in the following Collection(s)
- Doctoral Dissertations [1526]
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