КАТАЛИТИЧЕСКОЕ ГИДРИРОВАНИЕ С ПЕРЕНОСОМ ВОДОРОДА НА КОЛЛОИДНЫХ НАНОЧАСТИЦАХ РОДИЯ
Ниндакова Лидия Очировна , Бадырова Наталия Моисеевна
2014 / Номер 12(95) 2014 [ Химия и металлургия ]
Гидрирование ацетофенона (АФ) с переносом водорода от 2-пропанола изучено на коллоидных системах, полученных восстановлением комплексов родия в присутствии оптически активных стабилизаторов: диаминовых лигандов, четвертичной соли (-)-N1,N4-дибензилен-2,3-дигидрокси-N1,N1,N4,N4-тетраметилбутан-1,4-диаммоний дихлорида и (-)-цинхонидина. Отношение - модификатор:Rh, концентрации субстрата и катализатора - влияет на избыток энантиомера (иэ) в продуктах реакции.
Ключевые слова:
гидрирование с переносом водорода,наночастицы родия,энантиоселективность,transfer hydrogenation,rhodium nanoparticles,enantioselectivity
Библиографический список:
- Ott L.S., Finke R.G. Transition-metal nanocluster stabilization for catalysis: A critical review of ranking methods and putative stabilizers // Coord. Chem. Rev. 2007. V. 251. P. 1075-1100.
- Yan N., Xiao C., Kou Y. Transition metal nanoparticle catalysis in green solvents // Coord. Chem. Rev. 2010. V. 254. No. 9-10. P. 1179-1218.
- Corain B., Schmid G., Toshima N. Metal Nanoclusters in Catalysis and Materials Science: The Issue of Size Control, Elsevier, Amsterdam, 2008.
- Mahmoud M.A., Narayanan R., El-Sayed M.A. Enhancing Colloidal Metallic Nanocatalysis: Sharp Edges and Corners for Solid Nanoparticles and Cage Effect for Hollow Ones // Accounts of Chemical Research. 2013. Vol. 46. No. 8. P. 1795-1805.
- Yan N., Yuan Y., Dyson P. Nanometallic chemistry: deciphering nanoparticle catalysis from the perspective of organometallic chemistry and homogeneous catalysis // Dalton Trans., 2013.
- Chaudhuri R.G., Paria S. Core/Shell Nanoparticles: Classes, Properties, Synthesis Mechanisms, Characterization, and Applications // Chem. Rev. 2012. V. 112. P. 2373-2433.
- Zeng J., Tao J., Li W., Grant J. A Mechanistic Study on the Formation of Silver Nanoplates in the Presence of Silver Seeds and Citric Acid or Citrate Ions // Chem. Asian J. 2011. V. 6. P. 376-379.
- Torsi L., Farinola G.M., Marinelli F. A sensitivity-enhanced field-effect chiral sensor // Nat. Mater. 2008. V. 7 (5). P. 412-417.
- Saha K., Agasti S.S., Kim Ch., Li X., Rotello V.M. Gold Nanoparticles in Chemical and Biological Sensing // Chem. Rev. 2012. V. 112. P. 2739-2779.
- Pushkarev V.V, Zhu Z., An K., Hervier A., Somorjai G. A. Monodisperse Metal Nanoparticle Catalysts: Synthesis, Characterizations, and Molecular Studies Under Reaction Conditions // Top Catal. 2012. V. 55. P. 1257-1275.
- Park K.H., Jang K., Kim H.J., Son S.U. Near-Monodisperse Tetrahedral Rhodium Nanoparticles on Charcoal: The Shape-Dependent Catalytic Hydrogenation of Arenes // Angew. Chem. Int. Ed. 2007. V. 46. P. 1152-1155.
- Somorjai G.A., Li Y. Selective Nanocatalysis of Organic Transformation by Metals: Concepts, Model Systems, and Instruments // Top. Catal. 2010. V. 53. P. 832-847.
- Yasukawa T., Miyamura H., Kobayashi S. Polymer-Incarcerated Chiral Rh/Ag Nanoparticles for Asymmetric 1,4-Addition Reactions of Arylboronic Acids to Enones: Remarkable Effects of Bimetallic Structure on Activity and Metal Leaching // J. Am. Chem. Soc. 2012. V. 134. P. 16963-16966.
- Roucoux A., Schulz J., Patin H. Arene Hydrogenation with a Stabilised Aqueous Rhodium(0) Suspension: A Major Effect of the Surfactant Counter-Anion // Adv. Synth. Catal. 2003. V. 345. No. 1-2. P. 222-229.
- Zhou K.B., Li Y.D. Catalysis Based on Nanocrystals with Well-Defined Facets // Angew. Chem. Int. Ed. 2012. V. 51. No. 3. P. 602-613.
- Stowell C.A., Korgel B.A. Iridium Nanocrystal Synthesis and Surface Coating-Dependent Catalytic Activity // Nano Lett. 2005. V. 5. P. 1203-1207.
- Robert M. Rioux. Model Systems in Catalysis. New York, Dordrecht, Heidelberg, London: Springer, 2010. 526 p.
- Roucoux A., Schulz J., Patin H. Arene Hydrogenation with a Stabilised Aqueous Rhodium(0) Suspension: A Major Effect of the Surfactant Counter-Anion // Adv. Synth. Catal. 2003. V. 345. No. 1-2. P. 222-229.
- Jansat S., Picurelli D., Pelzer K. Synthesis, characterization and catalytic reactivity of ruthenium nanoparticles stabilized by chiral N-donor ligands // New J. Chem. 2006. V. 30. No. 1. P. 115-122.
- Seebach D., Kalinowski H.O., Bastini B. // Chim. Acta. 1977. Vol. 60. No 2. P. 301-325.
- Shainyan B.A.; Ustinov M.V.; Nindakova L.O. Transformations of 4,5-Substituted (4S,5S)-2,2Dimethyl1,3-dioxolanes // Russ. J. Organ. Chem. 2001. Vol. 37. No. 12. P. 1757-1761.
- Nindakova L.O., Shainyan B.A., Belonogova L.N. Catalytic Hydrogenation of Acetophenone with Hydrogen Transfer over Chiral Diamine Rhodium(I) Complexes // Russian Journal of Organic Chemistry. 2003. V. 39. No. 10. P. 1484-1488.
- Nindakova L.O., Shainyan B.A., Albanov A.I. Enantioselective hydrogenation in the presence of the rhodium(i) complex with (+)-4S,5SN4,N4, N5,N5,2,2-hexamethyl-1,3-dioxolane-4,5-dimethaneamine // Russ. Chem. Bull. 2001. Vol. 50. No. 10. P. 1860-1866.
Файлы: