Abstract
A new triphenylphosphine-pendant cyclam (triphenylphosphine = TPP; cyclam = 1,4,8,11-tetraazacyclotetradecane) was synthesized by reaction of an ethyl cinnamate derivative bearing a diphenylphosphine group at the ortho position of the phenyl group with 2,3,2-tetraamine (= 1,9-diamino-3,7-diazanonane) in refluxing McOH, followed by BH 3 reduction. Triphenylphosphine oxide-pendant cyclam (triphenylphosphine oxide = TPPO) was derived by treatment of TPP-pendant cyclam with benzyl alcohol in CCl 4. The TPP-pendant cyclam formed stable 1:1 metal inclusion complexes with Ni II and Mn III. The TPPO-pendant cyclam yielded a 1:1 Ni II complex which was the best catalyst among the cyclam-Ni II and -Mn III complexes for epoxidation of trans-stilbene with NaClO in CH 2Cl 2. Gold(I) reacted with TPP-pendant cyclam to yield a stable 1:1 complex, in which Au I binds only to the pendant phosphine. On the other hand, gold(III) reacted with TPP-pendant cyclam to give an Au III-inclusion complex with the pendant TPP coordination. The Au I complex reacted with [Au III(dien)Cl] 2+ in CH 3CN to yield an Au I(out)-Au III(in-cyclam) mixed complex. The Ni II complex with TPP-pendant cyclam reacted with Au I(PEt 3)Cl in CH 2Cl 2, yielding a novel Aul(out)-Ni II(in-cyclam) binuclear complex.
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