Volume : II, Issue : VIII, September - 2012 Synthesis Of Schiff's Base Ligands By Condensation Of 2-hydroxyacetophenone And Chiral DiaminesManoj Kumar Agrawala , Manish Kaushik , Amit Singhalc Published By : Laxmi Book Publication Abstract : Three optically active Schiff-base ligands 2-4 have been prepared by thermal
condensation of 2-hydroxyacetophenone 1 with (1R,2R)-(-)-1,2-diaminocyclohexane,
(1S,2S)-(-)- 1,2-diphenylethylenediamine or R-(+)-2,2'-diamino-1,1'-binaphthalene,
respectively. The products have been characterized by their elemental analysis, IR, 1HNMR
spectra. Keywords : Article : Cite This Article : Manoj Kumar Agrawala , Manish Kaushik , Amit Singhalc, (2012). Synthesis Of Schiff's Base Ligands By Condensation Of 2-hydroxyacetophenone And Chiral Diamines. Indian Streams Research Journal, Vol. II, Issue. VIII, http://oldisrj.lbp.world/UploadedData/1373.pdf References : - (a) Zhang, J.X.; Zhou, Y.; Cai, G. Preparation of Schiff base-Cu complex and their application in the asymmetric synthesis of chrysanthemate, J. Mol. Catal (China), 1997, 11, 41-44; (b) Holland, D; Laidler, D.A.; Milner, D.J. Catalytic asymmetric synthesis of cyclopropane carboxylates: Ligandreagent interaction in diazoacetate reactions catalysed by copper(II)species bearing sugar-Schiff base ligands, J. Mol. Catal., 1981, 11,119-127; (c) Chen, G.M.; Chen, F.; Zhou, C.. Synthesis of chiral copper(II) compounds and their application in asymmetric cyclopropanation of olefins, Chem. J. Chin. Univ., 1995, 16, 216-219; (d) Qiu, M.; Liu, G.; Yiao, X. Chiral copper (II)-Schiff base complexes as catalysts for asymmetric cyclopropanation of styrene, Chin. J. Catal., 2001, 22, 77-80; (e) Li, C.; Zhang, W.; Yao, X. Synthesis of a new C2-symmetric chiral Schiff base and its catalytic performance in asymmetric cyclopropanation, Chin. J. Catal., 2000, 21, 77-80; (f) Li, Z.N.; Liu, G.; Zheng, Z. Asymmetric cyclopropanation of styrene catalyzed by Cu-(chiral Schiff-base) complexes, Tetrahedron, 2000, 56, 7187- 7191.
- Kenneth J.O.; Shiow, J.W.; Cynthia J.B. Alkene aziridination and epoxidation catalyzed by chiral metal salen complexes, Tetrahedron Lett., 1992, 33, 1001-1004
- (a) Jacobsen, E.J.; Zhang, W.; Guler, M.L. Electronic tuning of asymmetric catalysts, J. Am. Chem. Soc., 1991,113, 6703-6704; (b) Jacobsen, E.J.; Zhang, W.; Muci, A.R. Highly enantioselective epoxidation catalysts derived from 1,2-diaminocyclohexane, J. Am. Chem. Soc., 1991, 113, 7063-7064; (c) Kureshy, R.I.; Khan, N.H.; Abdi, S.T. Synthesis, Physico-chemical studies and solvent-dependent enantioselective epoxidation of 1,2-dihydronaphthalene catalyzed by chiral ruthenium(II) Schiff base complexes. I, J. Mol. Catal., 1999, 150, 163-173; (d) Kureshy, R.I.; Khan, N.H.; Abdi, S.T. Synthesis, physico-chemical studies and solvent-dependent enantio-selective epoxidation of 1,2-dihydronaphthalene catalyzed by chiral ruthenium(II) Schiff base complexes. II, J. Mol. Catal., 1999, 150, 175-183; (e) Rukhsana, I.K.; Noor-ul, H.K.; Sayed, H.R. Asymmetric epoxidation of styrene by novel chiral ruthenium(II) Schiff base complexes-Synthesis and characterization, Tetrahedron: Asymmetry, 1993, 4, 1693-1701; (f) Hosoya, N.; Hatayama, A.; Irie, R. Rational design of Mn-Salen epoxidation catalysts: Preliminary results, Tetrahedron, 1994, 50, 4311-4322; (g) Fernandez, I.; Pedro, J.R.; Salud, R. Aerobic catalytic epoxidation of unfunctionalized olifens using a new (Salen)manganese(III) complex bearing sesquiterpene salicyladehyde derivative, Tetrahedron, 1996, 52, 12031-12038; (h) Kureshy, R.I.; Khan, N.H.; Abdi, S.T. Enantioselective catalytic epoxidation of nonfunctionalized prochiral olefins by dissymmetric chiral Schiff base complexes of Mn(III) and Ru(III) metal ions, J. Mol. Catal., 1997, 120, 101-108; (i) Kureshy, R.I.; Khan, N.H.; Abdi, S.T. Synthesis, physicochemical studies and aerobic Enantioselective epoxidation of nonfunctionalized olefins catalyzed by new Co (II) chiral salen complexes, J. Mol. Catal., 1997, 121, 25- 31; (j) Kureshy, R.I.; Khan, N.H.; Abdi, S.T. Eenantioselective catalytic epoxidation of styrenes by iodosylbenzene using chiral ruthenium (II) Schiff base complexes, J. Mol. Catal., 1995, 96, 117-122; (k) Kureshy, R.I.; Khan, N.H.; Abdi, S.H.R.; Patel, S.T.; Lyer, P. Asymmetric catalytic epoxidation of styrene by dissymmetric Mn(III) and Ru(III) chiral Schiff base complexes. Synthesis and physicochemical studies, J. Mol. Catal., 1996, 110, 33-40.
- Kim, G.J.; Shin, J.H. Application of new unsymmetrical chiral Mn(III), Co(II,III) and Ti(IV) salen complexes in enantioselective catalytic reactions, Cat. Lett., 1999, 63, 83-89
- Sasaki, C.; Nakajima, K.; Kojima, M. Preparation and characterization of optically active quadridentate Schiff base-Titanium (IV) complexes and the catalytic properties of these complexes on asymmetric oxidation of methyl phenyl sulfide with organic hydro peroxides, Bull. Chem. Soc. Jpn., 1991, 64, 1318- 1324
- Waldemar, A.; Rainer, T.; Veit, R.S. Synthesis of optically active carbonyl compounds by the catalytic, Enantiselective oxidation of silyl enol ethers and ketene acetals with (salen) manganese (III) complexes, J. Am. Chem. Soc., 1998, 120, 708-714
- Hayashi, M.; Inoue, T.; Miyamoto, Y., Asymmetric carbon-carbon bond formation reactions catalyzed by chiral Schiff base-Titanium alkoxide complexes, Tetrahedron, 1994, 50, 4385-4398
- (a) Aratani, T.; Yoneyoshi, Y.; Nagase, T., Tetrahedron Lett., 1975, 1707; (b) ibid., 1977, 2599; (c) ibid., 1982, 23, 685; (d) Aratani, T., Pure Appl. Chem., 1985, 57, 1839
|
Article Post Production
Article Indexed In
|