Synthesis and Helicate Formation of a New Family of BINOL-Based Bis(bipyridine) Ligands

被引:89
作者
Bunzen, Jens [2 ]
Bruhn, Torsten [1 ]
Bringmann, Gerhard [1 ]
Luetzen, Arne [2 ]
机构
[1] Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany
[2] Univ Bonn, Kekule Inst Organ Chem & Biochem, D-53121 Bonn, Germany
关键词
GAUSSIAN-BASIS SETS; STEREOSELECTIVE-SYNTHESIS; COORDINATION-COMPOUNDS; BIOLOGICAL PRINCIPLES; RATIONAL DESIGN; DOUBLE HELIX; ATOMS LI; COMPLEXES; COPPER(I); DISILVER(I);
D O I
10.1021/ja807780j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new family of BINOL-based bis(bipyridine) ligands 1-3 (BINOL = 2,2'-dihydroxy-1,1'-binaphthyl) was prepared in enantiomerically pure form. Whereas the coordination of zinc(II) ions to these ligands did not result in the selective formation of a specific metallosupramolecular aggregate, 1-3 were found to undergo highly diastereoselective self-assembly to D-2-symmetric dinuclear double-stranded helicates upon coordination to silver(I) and copper(I) ions and to D-3-symmetric dinuclear triple-stranded helicates upon coordination to iron(II) as demonstrated by mass spectrometry and by NMR and CD spectroscopy in combination with quantum chemical calculations.
引用
收藏
页码:3621 / 3630
页数:10
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