ADDITION OF DIMETHYLPHOSPHINE OXIDE AND SULFIDE TO CARBONYL-COMPOUNDS - SYNTHESIS OF ALPHA-HYDROXYPHOSPHINE OXIDES AND SULFIDES

被引:39
作者
WELL, M
SCHMUTZLER, R
机构
[1] Institut für Anorganische und Analytische Chemie der Technischen Universität, D-3300 Braunschweig
来源
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 1992年 / 72卷 / 1-4期
关键词
ALPHA-HYDROXY-PHOSPHINE OXIDES AND SULFIDES; NMR-INVESTIGATIONS; ALPHA-TRIMETHYLSILOXYPHOSPHINE OXIDES AND SULFIDES;
D O I
10.1080/10426509208031550
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The reaction of Me2P(:X)H [X = O: 1; X = S: 2] with fluorinated ketones produced the alpha-hydroxyphosphine oxides and sulfides, 3, 4 and 6. The reaction of Me2P(:O)CH2OH with formaldehyde gave the hemiacetal 7. Compound 2 reacted with formaldehyde and chloral to the corresponding alpha-hydroxyphosphine sulfides, 8 and 9. The reaction of 2 with glyoxal furnished the 2:1 addition product 10. In the case of diacetyl and benzil, the 1:1 addition products 12 and 12 were formed. The reaction of 2 with acetone and cyclohexanone produced in the same fashion 13 and 14. The reaction of 2 with pivaloyl chloride was found to occur with formation of the diphosphine monosulfide 15. In the case of benzoyl chloride, the 2:1 addition-product 16 was formed. Compound 1 reacted with diketene with formation of the alpha-hydroxy-bis(phosphine oxide) 17. The reaction of selected alpha-hydroxy-phosphine oxides and sulfides with different trimethylsilylating reagents produced the corresponding trimethylsilylated compounds, 18-23.
引用
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页码:171 / 187
页数:17
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