Electronically tunable N-heterocyclic carbene ligands: 1,3-diaryl vs. 4,5-diaryl substitution.
نویسندگان
چکیده
The catalytic activity of iridium-mediated transfer hydrogenation is readily tuned by electronic variation of the ligated tetraaryl-N-heterocyclic carbene and the installation of electron donating groups on the N-aryl substituents is more important than on the C-aryl substituents for effecting catalytic enhancement.
منابع مشابه
Expedient syntheses of the N-heterocyclic carbene precursor imidazolium salts IPr·HCl, IMes·HCl and IXy·HCl
The 1,3-diaryl-imidazolium chlorides IPr.HCl (aryl = 2,6-diisopropylphenyl), IMes.HCl (aryl = 2,4,6-trimethylphenyl) and IXy.HCl (aryl = 2,6-dimethylphenyl), precursors to widely used N-heterocyclic carbene (NHC) ligands and catalysts, were prepared in high yields (81%, 69% and 89%, respectively) by the reaction of 1,4-diaryl-1, 4-diazabutadienes, paraformaldehyde and chlorotrimethylsilane in d...
متن کامل(1)H- and (13)C-NMR analysis of a series of 1,2-diaryl-1H-4,5-dihydroimidazoles.
An analysis of the (1)H- and (13)C-NMR spectra of a series of 1,2-diaryl-1H-4,5-dihydroimidazoles and comparisons with 4,5-dihydroimidazoles having different substitution patterns are presented. The influence of different 1-aryl and 2-aryl group substituents on spectroscopic parameters of the heterocyclic ring and on the contributions of possible mesomeric structures in the system was determine...
متن کاملSynthesis of Highly Stable 1,3-Diaryl-1H-1,2,3-triazol-5-ylidenes and their Applications in Ruthenium-Catalyzed Olefin Metathesis.
The formal cycloaddition between 1,3-diaza-2-azoniaallene salts and alkynes or alkyne equivalents provides an efficient synthesis of 1,3-diaryl-1H-1,2,3-triazolium salts, the direct precursors of 1,2,3-triazol-5-ylidenes. These N,N-diarylated mesoionic carbenes (MICs) exhibit enhanced stability in comparison to their alkylated counterparts. Experimental and computational results confirm that th...
متن کاملStructure and isomeric studies of 1,3-diaryl-H-benzo[f]chromene, catalyst effect or thermodynamic stability? An ab initio study
Two possible isomers of some 1,3-diaryl-H-benzo[f]chromene have been studied using density functional theory. Structures of E1 and E2 isomers were optimized at the B3LYP and MP2 levels with different basis sets. The total electronic energies show that E2 isomer is about 3-5 kcal/mol more stable than E1 isomer and this energy difference is attributed to the planarity of heterocyclic ring and mor...
متن کاملMulti-component preparation of diethyl/methyl 1,3-diaryl-1,2,3,6-tetrahydro-pyrimidine-4,5-dicarboxylates using hydrated phosphomolybdic acid as an efficient catalyst
The synthesis of diethyl/methyl 1,3-diaryl-1,2,3,6-tetrahydro-pyrimidine-4,5-dicarboxylates can be achieved using one-pot reaction from dialkylacetylene dicarboxylate, amines, and formaldehyde by employing hydrated phosphomolybdic acid (H3[P(Mo3O10)4].xH2O) as catalyst at room temperature. The effect of various solvent and catalyst amount was investigated. The salient features of the present me...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
عنوان ژورنال:
- Chemical communications
دوره 38 شماره
صفحات -
تاریخ انتشار 2009