Alternative intermediates for glycerol valorization: iridium-catalyzed formation of acetals and ketals

The organoiridium derivatives [Cp*IrCl2]2 (Cp* = pentamethylcyclopentadienyl) and [Cp*Ir(Bu2-NHC)Cl2], (Bu2-NHC = 1,3-di-n-butylimidazolylidene) catalyzed glycerol acetalization with several ketones and aldehydes, as well as transacetalization. All the catalytic reactions produced the five-membered...

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Veröffentlicht in:	Green chemistry : an international journal and green chemistry resource : GC 2010-01, Vol.12 (12), p.2225-2231
Hauptverfasser:	CROTTI, Corrado, FARNETTIB, Erica, GUIDOLIN, Nicol
Format:	Artikel
Sprache:	eng
Schlagworte:	Alicyclic compounds Alicyclic compounds, terpenoids, prostaglandins, steroids Chemistry Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings Kinetics and mechanisms Organic chemistry Preparations and properties Reactivity and mechanisms
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Beschreibung
Zusammenfassung:	The organoiridium derivatives [CpIrCl2]2 (Cp = pentamethylcyclopentadienyl) and [Cp*Ir(Bu2-NHC)Cl2], (Bu2-NHC = 1,3-di-n-butylimidazolylidene) catalyzed glycerol acetalization with several ketones and aldehydes, as well as transacetalization. All the catalytic reactions produced the five-membered cyclic ketals, i.e. the 1,3-dioxolanes, as main products, with selectivities of 94-100% for ketals, and up to 83% for acetals.
ISSN:	1463-9262 1463-9270
DOI:	10.1039/c0gc00096e