Coordination-driven face-directed self-assembly of trigonal prisms. Face-based conformational chirality

被引：0
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作者：
Caskey, Douglas C. [3 ]
Yamamoto, Takuya [1 ]
Addicott, Chris [1 ]
Shoemaker, Richard K. [3 ]
Vacek, Jaroslav [3 ,4 ]
Hawkridge, Adam M. [2 ]
Muddiman, David C. [2 ]
Kottas, Gregg S. [3 ]
Michl, Josef [3 ,4 ]
Stang, Peter J. [1 ]
机构：
[1] Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, UT 84112, United States
[2] W. M. Keck FT-ICR Mass Spectrometry Laboratory, Department of Chemistry, North Carolina State University, Raleigh, NC 27695, United States
[3] Department of Chemistry and Biochemistry, University of Colorado, Boulder, CO 80309-0215, United States
[4] Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 166 10 Prague 6, Czech Republic
来源：
Journal of the American Chemical Society | 2008年 / 130卷 / 24期
关键词：
The coordination-driven self-assembly of four different trigonal prisms from 3 equiv of one of four different tetrapyridyl star connectors and 6 equiv of a platinum linker dication in nitromethane is presented. This face-directed approach affords high yields without template assistance. The prisms have been characterized by multinuclear and DOSY NMR and dual ESI-FT-ICR mass spectrometry. The use of a conformationally chiral star connector leads to a conformationally chiral prism when connector arm ends attached to a vertex have a strongly correlated twist sense and chirality is communicated across polyhedral faces; edges; and vertices. Molecular mechanics results suggest that in the smallest prism 3d collective effects dominate and the all-P and all-M conformers are strongly favored. NMR data prove that the two edges of the pyridine rings in the triflate salts of 3a-3d are distinct. An Eyring plot of rates obtained from line-shape analysis and 1-D EXCHSY NMR yields an activation enthalpy ΔH‡ of ∼12 kcal/mol and activation entropy ΔS‡ of ∼-15 cal/molK for the edge interconversion process; compatible with pyridine rotation around the Pt-N bond. For 3c; this behavior is observed only up to ∼318 K. At higher temperatures; the Eyring plot is again linear but follows a very different straight line; with a ΔH‡ of ∼35 kcal/mol and ΔS‡ of ∼60 cal/molK. This highly unusual result is further investigated and discussed in the following companion paper. © 2008 American Chemical Society;
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页码：7620 / 7628
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