Phospha-alkenes and Phospha-alkynes, Genesis and Properties of the(p-p)π-Multiple Bond

Autor:	Fritz Knoll, Rolf Appel, Ingo Ruppert
Rok vydání:	1981
Předmět:	chemistry.chemical_classification Pericyclic reaction Double bond Coordination number Alkyne General Medicine General Chemistry Medicinal chemistry Catalysis chemistry Ylide Double bond rule Wittig reaction Organic chemistry Octet rule
Zdroj:	Angewandte Chemie International Edition in English. 20:731-744
ISSN:	1521-3773 0570-0833
DOI:	10.1002/anie.198107311
Popis:	Just as the octet rule had prevented the discovery of the inert-gas compounds, the systematic search for phosphorus-carbon- and phosphorus-nitrogen-compounds having (p-p)π-multiple bonds was hindered by the double bond rule. The first successful synthesis of mesomeric-stabilized phosphorus-carbon compounds with coordination number 2, seventeen years ago, was followed nine years later by the preparation of the imino-phosphanes whose intensive investigation has continued to the present day. A dramatic development has now begun in the phospha-alkene and -alkyne fields, and a large variety of preparative methods have been found. Several compounds of this type are amazingly stable, however they do not participate in typical ylide reactions such as the Wittig reaction. In contrast, the PC double bond is more comparable to that of olefins, which has been confirmed by the occurrence of E,Z-isomers and pericyclic reactions of phospha-l,5-hexadienes.
Databáze:	OpenAIRE
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