Selective Hydration of Nitriles to Amides Over Titania Supported Palladium Exchanged Vanadium Incorporated Molybdophosphoric Acid Catalysts

Catalysis Letters - Tập 146 - Trang 2025-2031 - 2016
B. Srinivasa Rao1, A. Srivani1, D. Dhana Lakshmi1, N. Lingaiah1
1Catalysis Laboratory, I&PC Division, CSIR-Indian Institute of Chemical Technology, Hyderabad, India

Tóm tắt

Titania supported palladium exchanged vanadium incorporated molybdophosphoric acid (PdMPAV1) catalysts were prepared and characterized by FT-IR, X-ray diffraction and Laser Raman spectroscopy. The characterization results confirmed the presence of vanadium and palladium into the primary and secondary structure of Keggin ion of heteropoly molybdate respectively. The PdMPAV1 was dispersed on support with intact Keggin ion structure. These catalysts were studied for selective hydration of nitriles to amides. The PdMPAV1was highly active compared to the molybdophosphoric acid containing either vanadium or palladium. The catalyst with 20 % PdMPAV1 dispersed on TiO2 showed highest activity compare to other catalysts. A variety of nitriles were tested over this catalyst and found that the catalyst was active to yield corresponding amides. Different reaction parameters were studied and optimum conditions were established. The PdMPAV1/TiO2 catalyst exhibited consistent activity during reuse.

Tài liệu tham khảo

Thallaj NK, Przybilla J, Welter R, Mandon D (2008) J Am Chem Soc 130:2414 Kim ES, Seung Lee H, Hwan Kim S, Nyoung Kim J (2010) Tetrahedron Lett 51:589 Greenberg A, Breneman CM, Liebman JF (2000) The amide linkage: structural significance in chemistry, biochemistry and materials science. Wiley, New York Garcia-Alvarez R, Crochet P, Cadierno V (2013) Green Chem 15:46 Kukushkin VY, Pombeiro AJL (2002) Chem Rev 102:1771 Kroschwitz J (1991) Encyclopedia of polymer science and engineering. Wiley, New York Bailey PD, Mills TJ, Pettecrew R, Price RA (2005) Comprehensive organic functional group. Transformations II 5:201 Valeur E, Bradley M (2009) Chem Soc Rev 38:606 Wang G, Yu Q-Y, Chen S-Y, Yu X-Q (2014) Org Biomol Chem 12:414 March J (1992) Advanced organic chemistry. Wiley-Interscience, New York, p 383 Shimizua KI, Imaiidab N, Sawabeb K, Satsuma A (2012) Appl Catal A 114:421 Pala Wilgus C, Downing S, Molitor E, Bains S, Pagni RM, Kabalka GW (1995) Tetrahedron Lett 36:469 Moorthy JN, Singhal N (2005) J Org Chem 70:1926 Edward JT, Meacock SCR (2005) J Chem Soc 42:2721 Kukushkin VY, Pombeiro AJL (2005) Inorg Chim Acta 358:1 Ma X-Y, He Y, Hu Y-L, Lu M (2012) Tetrahedron Lett 53:449 Barbosa LAMM, Van Santen RA (2001) J Mol Catal A 166:101 Cadierno V, Francos J, Gimeno J (2008) Chem Eur J 14:6601 Leung CW, Zheng W, Zhou Z, Lin Z, Lau CP (2008) Organometallics 27:4957 Goto A, Endo K, Saito S (2008) Angew Chem Int Ed 47:3607 Lee J, Kim M, Chang S, Lee H-Y (2009) Org Lett 11:5598 Mitsudome T, Mikami Y, Mori H, Arita S, Mizugaki T, Jitsukawa K, Kaneda K (2009) Chem Commun 22:3258 Crestani MG, Arevalo A, Garcia J (2006) Adv Synth Catal 348:732 Kim ES, Kim HS, Kim JN (2009) Tetrahedron Lett 50:2973 Schimizu KI, Kubo T, Satsuma A, Kamachi T, Yoshizawa K (2012) ACS Catal 2:2647 Schimizu KI, Imaiida N, Sawabe K, Satsuma A (2012) Appl Catal A: Gen 421:114 Oberhauser W, Bartoli M, Petrucci G, Bandelli D, Frediani M, Capozzoli L, Cepek C, Bhardwaj S, Rosi L (2015) J Mol Catal A 410:26 Gangarajula Y, Gopal B (2014) Appl Catal A 475:211 Kozhevnikov IV (1998) Chem Rev 98:171 Okuhara T, Mizuno N, Misono M (2001) Appl Catal A 222:63 Srivani A, Venkateswaera Rao KT, Sai Prasad PS, Lingaiah N (2010) J Mol Catal A 328:119 Tsigdinos GA, Hallada CJ (1968) Inorg Chem 7:437 Lingaiah N, Mohan Reddy K, Nagaraju P, Sai Prasad PS, Wachs IE (2008) J Phys Chem C 112:8294 Casarini D, Centi G, Jiru P, Lena V, Tvaruzkova Z (1993) J Catal 143:325 Venkateswara Rao KT, Rao PSN, Nagaraju P, Sai Prasad PS, Lingaiah N (2009) J Mol Catal A 303:84 Srivani A, Venkateswaera Rao K. T, Sai Prasad P. S, Lingaiah N (2014) J. Chem. Sci 126:67 Hardcastle FD, Wachs IE (1991) J Phys Chem 95:5031 Muzart J (2011) J Mol Catal A 338:7 Ferrer I, Rich J, Fontrodona X, Rodriguez M, Romero I (2013) Dalton Trans 42:13461