Phosphonyl transfer by the elimination-addition mechanism: accelerated formation of an alkylidineoxophosphorane (phosphene) intermediate when a P-O single bond is replaced by P-S
The phosphonochloridate R2CHP(O)(YEt)Cl (R2CH = fluoren-9-yl, Y = O or S) reacts with (Pr2NH)-N-i largely or exclusively by an elimination-addition mechanism; the three-coordinate phosphene intermediate R2C=P(O)YEt is formed ca. 10(3) times more easily when Y = S than when Y = O.
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Published in | Chemical communications (Cambridge, England) no. 24; pp. 2896 - 2897 |
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Main Author | |
Format | Journal Article |
Language | English |
Published |
CAMBRIDGE
Royal Soc Chemistry
21.12.2004
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Subjects | |
Online Access | Get full text |
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Summary: | The phosphonochloridate R2CHP(O)(YEt)Cl (R2CH = fluoren-9-yl, Y = O or S) reacts with (Pr2NH)-N-i largely or exclusively by an elimination-addition mechanism; the three-coordinate phosphene intermediate R2C=P(O)YEt is formed ca. 10(3) times more easily when Y = S than when Y = O. |
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Bibliography: | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
ISSN: | 1359-7345 1364-548X |
DOI: | 10.1039/b412036a |