Molecules 2000, 5, M167

 Bis[(2-benzylideneimino)phenyl]amine

Ke-Qing Zhao, Ping Hu, Quan Li and Hong-Bo Xu

Department of Chemistry, Sichuan Normal University, Chengdu, 610066, P. R. China. Tel./Fax: +86-28-4764743. E-mail: [email protected]

Received: 13 May 2000 / Accepted: 10 June 2000 / Published: 10 July2000

Imine and amine ligands have been widely used in the field of transition metal catalyzed olefin polymerization [1]. Here we report the synthesis of a tri-dendated imine-amine compound which we plan to use as a ligand. bis(2-Aminophenyl)amine (0.5g, 2.5mmol) [2] and benzaldehyde (0.53ml, 5.2mmol) are added into 10ml of CH2Cl2 and refluxed 4h under N2. The mixture is concentrated in vacuo, washed with cold hexane and dried in vacuo to give a red crystal product, 0.8g (yield 90%).

M. p. 195°C.

1H NMR (400 MHz, CDCl3): 8.23 (s, 1H, NH), 8.55 (s, 2H, N=CH), 6.8-8.0 (m, 18H, Ph).

13C NMR (75 MHz, CDCl3): Ar, 114.4, 119.8, 127.3, 128.6, 128.8, 131.1, 136.3, 137.7, 139.3; C=N, 157.9.

IR (KBr): 3350, 3051, 2873, 1622, 1582.

Anal. Calc. for C26H21N3 (375.50): C 83.16, H 5.65, N 11.19; Found: C 83.04, H 5.67, N 11.29.

References
1. Britovsek, G. J. P.; Gibson, V. C.; Wass, D. F. Angew. Chem. Int. Ed. 1999, 38, 428-447. 
2. Black, D. S.; Rothnie, C. N. E. Aust. J. Chem. 1983, 36, 1141-1147.

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