2008
DOI: 10.1016/j.tetasy.2008.04.036
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Ruthenium(II) and rhodium(III) catalyzed asymmetric transfer hydrogenation (ATH) of acetophenone in isopropanol and in aqueous sodium formate using new chiral substituted aromatic monosulfonamide ligands derived from (1R,2R)-diaminocyclohexane

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Cited by 53 publications
(11 citation statements)
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“…[37] The strong electronic substituent effect has never been observed in other catalyst ligands (e.g., phosphorus ligands and 1,2-dephenylethylendiamine). [30,[40][41][42] It is apparent that the remarkable activation of 1 can be attributed to the strong electron-donating ability of the oxyanion (i.e., low s þ p value) and the strong substituent effect (i.e., high 1 value).…”
Section: Resultsmentioning
confidence: 99%
“…[37] The strong electronic substituent effect has never been observed in other catalyst ligands (e.g., phosphorus ligands and 1,2-dephenylethylendiamine). [30,[40][41][42] It is apparent that the remarkable activation of 1 can be attributed to the strong electron-donating ability of the oxyanion (i.e., low s þ p value) and the strong substituent effect (i.e., high 1 value).…”
Section: Resultsmentioning
confidence: 99%
“…Thus, as we previously observed in our reduction studies of NAD(P) + , the Rh(III) complexes were much more efficient catalysts than the analogous Ru(II) complexes for the reduction of the carbonyl group in 8a and 8b . The superior reactivity of Cp*Rh(III) complexes over the isoelectronic (arene)Ru(II) complexes in the aqueous phase transfer hydrogenation of ketones was previously observed in the literature but no explanation was given for this difference. The higher reactivity of Cp*Rh(III) complexes might be due to the high electron‐donating character of the Cp* ligand, which may in turn favour hydride transfer from the metal to the substrate.…”
Section: Resultsmentioning
confidence: 87%
“…30 In general, the sulfonamides and their derivatives have attracted the interest of many researchers due to their importance in the development of coordination chemistry, their application in medicinal chemistry, catalytic fields, etc. [31][32][33][34][35][36][37][38][39] For example, metal complexes containing sulfonamide ligands have been used as catalysts in different organic reactions. [40][41][42][43] The transfer hydrogenation of ketones catalyzed by Ru(II) complexes bearing N-donor ligands has been attracting more and more attention from the catalysis community [44][45][46][47][48][49][50][51][52][53] since the success of Noyori's catalyst, bearing 1,2-diamine ligands.…”
Section: Introductionmentioning
confidence: 99%