New Pt(II) Complexes with Heterocyclic Ligands Derived from Benzimidazole: Synthesis, Characterization, DFT Calculations and Catalytic Activities
محورهای موضوعی : پلیمرParisa Sadeghzadeh 1 , Mehdi Pordel 2 , Safar Ali Beyramabadi 3 , Abolghasem Davoodnia 4
1 - Department of Chemistry, Mashhad Branch, Islamic Azad University, Mashhad, Iran
2 - Department of Chemistry, Mashhad Branch, Islamic Azad University, Mashhad, Iran
3 - Department of Chemistry, Mashhad Branch, Islamic Azad University, Mashhad, Iran
4 - Department of Chemistry, Mashhad Branch, Islamic Azad University, Mashhad, Iran
کلید واژه:
چکیده مقاله :
In this work, the synthesis, spectral characterization, DFT calculations, and catalytic activity of thenew Pt(II) complexes with the ligand derived from benzimidazole derivatives have been described.The new heterocyclic ligands were obtained from the reaction of o-amino-ketones with hydrazinehydrate in high yieldandPt(II) complexes prepared from the coordination of the new ligands toPt(II) cation. The new compounds have been characterized by spectral and microanalytical data.The DFT calculations at the B3LYP/6-311+G(d,p) level were also applied to gain further insightinto the geometry of Pt(II) complexes. The catalytic activity of Pt(II) complexes in Biginellireactionwas also examined as heterogeneous catalysts. The results showed that the 3,4-dihydropyrimidin-2(1H)-ones have been synthesized, in excellent yields, under solvent-free conditions, by reaction oftert-butyl acetoacetate, alcohol, arylaldehydes, and urea in the presence of Pt(II) complexes as anefficient and heterogeneous and catalyst.
[1]. Y. Sun, C. Chen, J. Liu, P.J. Stang, Chemical Society Reviews, 49(12), 3889 (2020).
[2]. N. Balakrishnan, J. Haribabu, A.K. Dhanabalan, S. Swaminathan, S. Sun, D.F. Dibwe, N.
Bhuvanesh, S. Awale, R. Karvembu, Dalton Transactions, 49(27), 9411 (2020).
[3]. G. Psomas, Coordination Chemistry Reviews, 412, 213259 (2020).
[4]. D.S. Shankar, A. Rambabu, N. Vamsikrishna, N. Ganji, S. Daravath, Inorganic Chemistry
Communications, 98, 48 (2018).
[5]. S.A. Almalki, T.M. Bawazeer, B. Asghar, A. Alharbi, M.M. Aljohani, M.E. Khalifa, N. ElMetwaly, Journal of MolePtlar Structure, 1244, 130961 (2021).
[6]. J. Li, G.Y. Ren, Y. Zhang, M.Y. Yang, H.X. Ma, Polyhedron, 157, 163 (2019).
[7]. K. Buldurun, N. Turan, E. Bursal, A. Mantarcı, F. Turkan, P. Taslimi, İ. Gülçin, Research on
Chemical Intermediates, 46(1), 283 (2020).
[8]. T. Tŏpala, A. PasPtal–Álvarez, M.Á. Moldes–Tolosa, A. Bodoki, A. Castiñeiras, J. Torres, C.
Del Pozo, J. Borras andG. Alzuet–Piña, Journal of inorganic biochemistry, 202, 110823 (2020).
[9]. B.K. Kundu, V. Chhabra, N. Malviya, R. Ganguly, G.S. Mishra, S. Mukhopadhyay,
Microporous and Mesoporous Materials, 271, 100 (2018).
[10]. V. Chaudhary, S. Sharma, Catalysis Today, 375, 601 (2021).
[11]. M.S. Ziegler, K.V. Lakshmi, T.D. Tilley, Journal of the American Chemical Society, 139(15),
5378 (2017).
[12]. Y. Li, K. Zhou, Z. Wen, S. Cao, X. Shen, M. Lei, L. Gong, Journal of the American Chemical
Society, 140(46),15850 (2018).
[13]. S. Daşgın, Y. Gök, D.B. Celepci, P. Taslimi, M. İzmirli, A. Aktaş, İ. Gülçin, Journal of
MolePtlar Structure, 1228, 129442 (2021).
[14]. X. Wang, N. Ling, Q.T. Che, Y.W. Zhang, H.X. Yang, Y. Ruan, T.T. Zhao, Inorganic
Chemistry Communications, 105, 97 (2019).
[15]. S. Akkoç, B. Tüzün, İ.Ö. İlhan, M. Akkurt, Journal of MolePtlar Structure, 1219, 128582
(2020).
[16]. M. MarinesPt, Antibiotics, 10(8), 1002 (2021).
[17]. S. Tahlan, S. Kumar, B. Narasimhan, BMC chemistry, 13(1), 1 (2019).
[18]. P. Biginelli, Gazzetta ChimicaItaliana, 23, 360 (1893).
[19]. M. Sheykhan, A. Yahyazadeh, Z. Rahemizadeh, RSC Advances, 6, 34553 (2016).
[20]. P. Shen, M. Xu, D. Yin, S. Xie, C. Zhou, F. Li, Catalysis Communications, 77, 18 (2016).
[21]. M. Phukan, M.K. Kalita, R. Borah, Green Chemistry Letters and Reviews, 3, 329 (2010).
[22]. T. Shintou, W. Kikuchi, T. Mukaiyama, Chemical Society of Japan, 76(8), 1645 (2003).
[23]. M. Ghaemi, M. Pordel, Chemistry of Heterocyclic Compounds, 52(1), 52 (2016).
[24]. S. Rastegarnia, M. Pordel, S. Allameh, Arabian Journal of Chemistry, 13(2), 3903 (2020).
[25]. M. Frisch, G. Trucks, H. Schlegel, G. SPtseria, M. Robb, J. Cheeseman, J. Montgomery Jr, T.
Vreven, K. Kudin and J. Burant, Gaussian 03, revision B. 05; Gaussian, Gaussian 03, revision B.
05; Inc., Pittsburgh, PA (2003).
[26]. C. Lee, W. Yang, R.G. Parr, Physical Review, 37(2), 785 (1988).
[27]. P.J. Hay, W.R. Wadt, Journal of Chemical Physics, 82(1), 270 (1985).
[28]. R. Cammi, J. Tomasi, Journal of Computational Chemistry, 16(12), 1449 (1995).
[29]. W.C. Vosburgh, G.R. Cooper, Journal of the American Chemical Society, 63(2), 437 (1941).
[30]. E. Alikhani, M. Pordel, S.A. Beyramabadi, Indian Journal Of Heterocyclic Chemistry, 29(4),
311 (2019).
[31]. G.B. Dharma Rao, B. Anjaneyulu, M.P. Kaushik, RSC Advances, 4, 43321 (2014).
[32]. H. Nagarajaiah, A. Mukhopadhyay, J.N. Moorthy, Tetrahedron Letters, 57(47), 5135 (2016).
[33]. H.R. Kalita, P. Phukan, Catalysis Communications, 8(2), 179 (2007).
[34]. S. Patil, S.D. Jadhav, S.Y. Mane, International Journal of Organic Chemistry, 1(3), 125
(2011).
[35]. L.V. Chopda, P.N. Dave, Chemistry Select, 5(19), 5552 (2020).