Effecting heterogeneous catalysts on aluminum and silicon axides
Abstract
Convenient and technologically suitable methods for immobilization of palladium and 1,2-azole ligands on mesoporous aluminum and silicon oxides have been developed. The obtained palladium composites: Pd /Al2O3(60), Pd / Al2O3(90), Pd-L1/ Al2O3(60), Pd-L2 /SiO2(60) and L1PdCl2@SiO2 demonstrate high catalytic activity and recovery in the Suzuki reaction in aqueous media.
Keywords
мезопористые оксиды алюминия и кремния,
гетерогенные Pd-катализаторы,
изоксазольные,
изотиазольные лиганды,
нековалентная модификация поверхности оксидного носителя,
реакция Сузуки,
mesoporous alumina and silica,
heterogeneous Pd-catalysts,
isoxazol and isothiazol ligands,
noncovalent modification of the surface of the oxide supports,
Suzuki reaction
About the Authors
N. A. Bumagin
M. V. Lomonosov Moscow State University, Department of Chemistry
Russian Federation
Russian Federation
E. A. Dikusar
Institute of Physical Organic Chemistry of the National Academy of Sciences of Belarus
Belarus
Belarus
A. V. Kletskov
Institute of Physical Organic Chemistry of the National Academy of Sciences of Belarus
Belarus
Belarus
S. K. Petkevich
Institute of Physical Organic Chemistry of the National Academy of Sciences of Belarus
Belarus
Belarus
V. I. Potkin
Institute of Physical Organic Chemistry of the National Academy of Sciences of Belarus
Belarus
Belarus
References
1. Transition Metal-Catalyzed Cross-Coupling Reactions: monograph. Ed. F. Diederich, P. J. Stang. - New York: Wiley-VCH, 1998. - P. 1-229.
2. Topics in Current Chemistry - Cross-Coupling Reactions: monograph. Ed N. Miyaura. - Heidelberg: Springer, 2002. -Vol. 219. - Р. 1-241.
3. Handbook of Organopalladium Chemistry for Organic Synthesis: monograph. Ed E-i. Negishi. - New York: John Wiley and Sons, 2002. - Vol. 1. - Р. 213-589.
4. Beletskaya, I. P. The Heck Reaction as a Sharpening Stone of Palladium Catalysis / I. P. Beletskaya, A. V. Cheprakov // Chem. Rev. - 2000. - Vol. 100, № 8. - P. 3009-3066.
5. Supported palladium catalysts for fine chemicals synthesis / H.-U. Blaser [et al.] // J. Mol. Catal. A: Chem. - 2001. -Vol. 173, № 1. - P. 3-18.
6. Organometallics in Process Chemistry: monograph. Ed. R. D. Larsen. - Berlin: Springer, 2004. - P. 205-245.
7. Chinchilla, R. The Sonogashira Reaction: A Booming Methodology in Synthetic Organic Chemistry / R. Chinchilla, C. Najera // Chem. Rev. - 2007. - Vol. 107, № 3. - P. 874-922.
8. De Vries, J. G. The Heck reaction in the production of fine chemicals / J. G. de Vries // Can. J. Chem. - 2001. - Vol. 79, № 5-6. - P. 1086-1092.
9. Barnard, C. Challenges in Catalysis for Pharmaceuticals and Fine Chemicals / C. Barnard // Platinum Metals Rev. -2008. - Vol. 52, № 2. - P. 110-113.
10. Chinchilla, R. Metalated heterocycles in organic synthesis: Recent applications / R. Chinchilla, C. Najera, M. Yus // Arkivoc. - 2007. - Vol. 2007, № 1. - P. 152-231.
11. Sasaki, M. Total Synthesis of Polycyclic Ether Natural Products Based on Suzuki-Miyaura Cross-Coupling / M. Sasaki, H. Fuwa // Synlett. - 2004. - № 11. - P. 1851-1874.
12. Nicolaou, K. C. Palladium-catalyzed cross-coupling reactions in total synthesis / K. C. Nicolaou, P. G. Bulger, D. Sarlah // Angew. Chem. Int. Ed. - 2005. - Vol. 44, № 29. - P. 4442-4489.
13. Roglans, A. Diazonium Salts as Substrates in Palladium-Catalyzed Cross-Coupling Reactions / A. Roglans, A. Pla-Quintana, M. Moreno-Manas // Chem. Rev. - 2006. - Vol. 106, № 11.- P. 4622-4643.
14. Yin, L. Carbon-Carbon Coupling Reactions Catalyzed by Heterogeneous Palladium Catalysts / L. Yin, J. Liebscher // Chem. Rev. - 2007. - Vol. 107, № 1. - P. 133-173.
15. Замещенные n-[изоксазол(изотиазол)-3-ил(метилен)метил] ариламины: синтез, комплексы с палладием и их каталитическая активность в водных средах / А. В. Клецков [и др.] // Вес. Нац. акад. навук Беларуси Сер. хiм. навук. -2015. - № 2. - С. 54-62.
16. Синтез и каталитическая активность новых комплексов палладия(П) с замещенными изоксазольными и изотиазольными лигандами / Н. А. Бумагин [и др.] // Докл. Нац. акад. навук Беларуси 2015. - Т. 59, № 2. - С. 72-78.
17. Bumagin, N. A. Ligandless palladium catalyzed reactions of arylboronic acids and sodium tetraphenylborate with aryl halides in aqueous media / N. A. Bumagin, V. V. Bykov // Tetrahedron. - 1997. - Vol. 53, № 42. - P. 14437-14450.
18. Crystalline mesoporous g-Al2O3 supported palladium: Novel and efficient catalyst for Suzuki-Miyaura reaction under controlled microwave heating / G. Feng [et al.] // Catal. Commun. - 2013. - Vol. 37, № 1. - P. 27-31.
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