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http://dx.doi.org/10.5012/bkcs.2004.25.7.986

Palladium(II) Schiff Base Complexes Derived from Allylamine and Vinylaniline  

Uh, Yoon-Seo (Department of Chemistry, Mount Allison University)
Zhang, Hai-Wen (Department of Chemistry, Mount Allison University)
Vogels, Christopher M. (Department of Chemistry, Mount Allison University)
Decken, Andreae (Department of Chemistry, University of New Brunswick)
Westcott, Stephen A. (Department of Chemistry, Mount Allison University)
Publication Information
Bulletin of the Korean Chemical Society / v.25, no.7, 2004 , pp. 986-990 More about this Journal
Abstract
Condensation of salicylaldehyde $(2-HOC_6H_4C(O)H)$ with allylamine afforded the unsaturated salicylaldimine, $2-HOC_6H_4C(H)=NCH_2CH=CH_2$. Similar reactivity was observed with substituted salicylaldehydes. Further reaction of these Schiff bases with palladium acetate or $Na_2PdCl_4$ afforded complexes of the type $PdL_2$, where L = deprotonated Schiff base. The molecular structure of the parent salicylaldimine palladium complex $[trans-(2-OC_6H_4C(H)=NCH_2CH=CH_2)_2Pd]$ (1) was characterized by an X-ray diffraction study. Crystals of 1 were monoclinic, space group $P2_1/n,\;a\;=\;14.0005(9)\;{\AA},\;b\;=7.2964(5)\;{\AA},\;c\;=\;17.5103(12)\;{\AA},\;{\beta}\;=\;100.189(1)^{\circ}$, Z = 4. Analogous chemistry with 4-vinylaniline also gave novel palladium complexes containing a pendant styryl group. Crystals of $[trans-(2-HOC_6H_4C(H)=N-4-C_6H_4CH=CH_2)_2Pd]$ (4) were monoclinic, space group $P2_1/c$, a = 13.7710(14) ${\AA}$, b = 11.0348(11) ${\AA}$, c = 7.8192(8) ${\AA}$, ${\beta}\;=\;98.817(2)^{\circ}$, Z = 2.
Keywords
Salicylaldimines; Allylamine; Palladium; Vinylaniline;
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