Unusual products in the reactions of phosphorus(III) compounds with N=N, C≡C or conjugated double-bonded systems

The diversity of products in the reaction of diethyl azodicarboxylate (DEAD)/diisopropyl azodicarboxylate (DIAD) and activated acetylenes with PIII compounds bearing oxygen or nitrogen substituents is discussed. New findings that are useful in understanding the nature of intermediates involved in th...

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Veröffentlicht in:Journal of Chemical Sciences 2006-11, Vol.118 (6), p.495-501
Hauptverfasser: Kumara Swamy, K. C., Balaraman, E., Pavan, M. Phani, Bhuvan Kumar, N. N., Praveen Kumar, K., Satish Kumar, N.
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container_end_page 501
container_issue 6
container_start_page 495
container_title Journal of Chemical Sciences
container_volume 118
creator Kumara Swamy, K. C.
Balaraman, E.
Pavan, M. Phani
Bhuvan Kumar, N. N.
Praveen Kumar, K.
Satish Kumar, N.
description The diversity of products in the reaction of diethyl azodicarboxylate (DEAD)/diisopropyl azodicarboxylate (DIAD) and activated acetylenes with PIII compounds bearing oxygen or nitrogen substituents is discussed. New findings that are useful in understanding the nature of intermediates involved in the Mitsunobu reaction are highlighted. X-ray structures of two new compounds (2-t-Bu-4-MeC6H3O)P (μ-N-t-Bu)2P+[(NH-t-Bu)N[(CO2]-i-Pr)(HNCO2-i-Pr)]](Cl-)(2-t-Bu-4-MeC6H3OH)(23)and [CH2(6-t-Bu-4-Me-C6H2O)2P(O)C(CO2Me)C-(CO2Me)CClNC(O)Cl] (33) are also reported. The structure of23 is close to one of the intermediates proposed in the Mitsunobu reaction.
doi_str_mv 10.1007/BF02703946
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title Unusual products in the reactions of phosphorus(III) compounds with N=N, C≡C or conjugated double-bonded systems
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