Microwave-assisted [2 + 3] cycloaddition of nitrones to platinum-(ii) and -(iv) bound organonitriles

Autor:	Vadim Yu. Kukushkin, Armando J. L. Pombeiro, M. Adília Januário Charmier
Rok vydání:	2003
Předmět:	chemistry.chemical_classification Bicyclic molecule Nitrile Diastereomer chemistry.chemical_element Medicinal chemistry Cycloaddition Nitrone Inorganic Chemistry chemistry.chemical_compound chemistry Racemic mixture Organic chemistry Stereoselectivity Platinum
Zdroj:	Dalton Trans.. :2540-2543
ISSN:	1477-9234 1477-9226
Popis:	The coordinated EtCN in the anionic platinum(II) [Ph3PCH2Ph][PtCl3(EtCN)], the neutral platinum(II) [PtCl2(EtCN)2] or the neutral platinum(IV) [PtCl4(EtCN)2] complexes undergo [2 + 3] cycloadditions with cyclic non-aromatic nitrones and these reactions are greatly accelerated by microwave irradiation, to give, with a high stereoselectivity, complexes with bicyclic fused oxadiazolines as a racemic mixture in 60–90% yields, while acyclic nitrones are much less reactive and give a mixture of two diastereoisomers in the ratio 1 ∶ 1. The new bicyclic oxadiazoline ligands can be liberated by reaction with a diphosphine. However, with a cyclic aromatic nitrone no cycloaddition is observed and only the product of the nitrile substitution is obtained. All compounds were characterised by elemental analyses, IR, 1H, 13C and 195Pt NMR spectroscopies.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::2fabaf9535960b2c6822edd0eb93be62 https://doi.org/10.1039/b301892j Zobrazit plný text záznamu