Reactions of 'in-Situ' Generated Cr(CO)5CN-C(Cl)-PR3(R = Ph, NMe2) with Potential Dipolarophiles. New Examples of [3+2] Cycloadditions with Concomitant Interligand CC Bond Formation [1]

Autor:	Wolfgang Beck, Wolf Peter Fehlhammer, Wilfried Sperber, Samyoung Ahn, Volker Langenhahn
Rok vydání:	2010
Předmět:	In situ chemistry.chemical_classification Nitrile Stereochemistry Alkyne Bond formation Medicinal chemistry Cycloaddition Inorganic Chemistry Acylation Hydrolysis chemistry.chemical_compound chemistry Phenyl isocyanate
Zdroj:	Zeitschrift für anorganische und allgemeine Chemie. 636:492-498
ISSN:	1521-3749 0044-2313
DOI:	10.1002/zaac.200900310
Popis:	The highly functional chromio nitrile ylides Cr(CO)5C≡N–C(Cl)–PR3 (R = Ph, NMe2) (2a, b) form readily in mixtures of Cr(CO)5CNCCl3 (1) with the respective phosphanes. Their reactions without isolation with the acylating agent Cr(CO)5CN(C=O)Ar (Ar = C6H4-p-NO2), MeO2CC≡CCO2Me, ketones (R2C=O, R = Me, Et; 2R = 9-fluorenediyl) and phenyl isocyanate to give the Cl/COAr-substitution- (6a), alkyne insertion- (10) and [3+2] cycloaddition products (13, 14) are described. Formation of the latter is accompanied by an interligand CC coupling with loss of P(NMe2)3 and OP(NMe2)3 (after hydrolysis). Their reactions are compared with those of the parent compounds LnMCN–C(H)–PPh3.
Databáze:	OpenAIRE
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