Imidazolium salts incorporating functional groups represent a class of compounds having great versatility due to their wide range of applications as task specific ionic liquids (ILs)1 or N-heterocyclic carbene precursors (NHCs)2. Recently our research in this field has been dealing with the high-purity synthesis of t-butyloxylcarbonyl (Boc)-protected and deprotected amino-functionalized imidazolium cation [NHR1CH2CH2ImR2]+ ([1]+, R1 = Boc, H; R2 = Me, Bz, Allyl) and related NHC-Ag(I) silver complexes have been obtained by reacting [1]+ with Ag2O.3 Here we report the synthesis of new NHC-Rh(I) (2) complexes that contain an axis of chirality. The enantiomerical inversion has been investigated by variable-temperature NMR spectroscopy, DFT calculation and X-ray diffraction. The catalytic behaviour of 2 in the 1,2 addition reaction of aryl aldehydes with boronic acid will be also presented and discussed.

G. Solinas, L. Busetto, M.C. Cassani, C. Femoni, M. Mancinelli, R. Mazzoni (2010). N-heterocyclic carbenes rhodium complexes: conformational analysis and catalytic studies. FIRENZE : Società Chimica Italiana.

N-heterocyclic carbenes rhodium complexes: conformational analysis and catalytic studies

SOLINAS, GAVINO;BUSETTO, LUIGI;CASSANI, MARIA CRISTINA;FEMONI, CRISTINA;MANCINELLI, MICHELE;MAZZONI, RITA
2010

Abstract

Imidazolium salts incorporating functional groups represent a class of compounds having great versatility due to their wide range of applications as task specific ionic liquids (ILs)1 or N-heterocyclic carbene precursors (NHCs)2. Recently our research in this field has been dealing with the high-purity synthesis of t-butyloxylcarbonyl (Boc)-protected and deprotected amino-functionalized imidazolium cation [NHR1CH2CH2ImR2]+ ([1]+, R1 = Boc, H; R2 = Me, Bz, Allyl) and related NHC-Ag(I) silver complexes have been obtained by reacting [1]+ with Ag2O.3 Here we report the synthesis of new NHC-Rh(I) (2) complexes that contain an axis of chirality. The enantiomerical inversion has been investigated by variable-temperature NMR spectroscopy, DFT calculation and X-ray diffraction. The catalytic behaviour of 2 in the 1,2 addition reaction of aryl aldehydes with boronic acid will be also presented and discussed.
2010
Co.G.I.C.O. 9 (9° Congresso del Gruppo Interdivisionale di Chimica Organometallica della SCI)
89
89
G. Solinas, L. Busetto, M.C. Cassani, C. Femoni, M. Mancinelli, R. Mazzoni (2010). N-heterocyclic carbenes rhodium complexes: conformational analysis and catalytic studies. FIRENZE : Società Chimica Italiana.
G. Solinas; L. Busetto; M.C. Cassani; C. Femoni; M. Mancinelli; R. Mazzoni
File in questo prodotto:
Eventuali allegati, non sono esposti

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11585/93580
 Attenzione

Attenzione! I dati visualizzati non sono stati sottoposti a validazione da parte dell'ateneo

Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus ND
  • ???jsp.display-item.citation.isi??? ND
social impact