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Synthesis, Complexation Properties, and Hierarchical Organisation of Maktrozyclic Assemblies of Perylene Bisimide Dyes

苝双酰亚胺染料大环组装体的合成、络合性能和多级结构

基本信息

批准号：
220480884
负责人：
Professor Dr. Frank Würthner
金额：
--
依托单位：
Institut für Organische Chemie
依托单位国家：
德国
项目类别：
Research Units
财政年份：
2012
资助国家：
德国
起止时间：
2011-12-31 至 2018-12-31
项目状态：
已结题

来源：
https://gepris.dfg.de/gepris/projekt/220480884?language=en
关键词：
Synthesis Complexation Properties Hierarchical Organisation

项目摘要

Based on the synthetic methods that we developed in the first funding period for the synthesis of perylene bisimide macrocycles (dimers up to nonamers) the second funding period is focused on the utilization of such macrocycles as supramolecular hosts for the complexation of functional guest molecules (aromatics, dyes, fullerenes, catalysts) as well as the self-assembly of macrocycles in solution and on surfaces into larger supramolecular assemblies. Within the family of supramolecular hosts we are most interested in perylene bisimide cyclophanes whose cavity size and shape can be tailored for the complexation of larger aromatic guest molecules. Particularly interesting guest molecules are alkaloids (sensor applications) and catalysts. The former shall induce CD effects in the perylene bisimides of the macrocyclic hosts, the latter shall - just opposite - afford enantioselectivity due to the utilization of a chiral cyclophane environment. As larger host molecules we will employ in particular trimeric macrocycles and metallosupramolecular tetrahedra. By the synthesis of planar macrocycles (i.e. without bulky groups) we intend to obtain tubular aggregates by self-assembly. The interior of these tubes will be filled with electron rich guest molecules for photovoltaic applications. To control self-assembly processes of these molecules we will equip them furthermore with exoreceptors for the coordination of metal ions to enable two- and three-dimensional self-assembly into highly porous structures which may be amorphous or crystalline. These structures will expand the currently known ones in the area of metal-organic frameworks (MOFs).

基于我们在第一个资助期开发的合成苝双亚胺大环（二聚体到非命名体）的合成方法，第二个资助期的重点是利用这些大环作为超分子宿主来络合功能客体分子（芳烃、染料、富勒烯、催化剂），以及在溶液和表面上将大环自组装成更大的超分子组装。在超分子宿主家族中，我们最感兴趣的是苝二酰亚胺环烷，它的腔大小和形状可以为更大的芳香族客体分子的络合而定制。特别有趣的客体分子是生物碱（传感器应用）和催化剂。前者会在大环宿主的苝酰亚胺中诱导CD效应，而后者则恰恰相反，由于利用了手性环烷环境而具有对映选择性。作为较大的宿主分子，我们将特别采用三聚体大环和金属超分子四面体。通过合成平面大环（即不含庞大基团），我们打算通过自组装获得管状聚集体。这些管的内部将充满富电子客体分子，用于光伏应用。为了控制这些分子的自组装过程，我们将进一步为它们配备外受体，用于金属离子的配位，使它们能够在二维和三维空间内自组装成高度多孔的结构，这些结构可能是无定形的或结晶的。这些结构将扩展目前已知的金属有机框架（MOFs）领域。

项目成果

期刊论文数量（13）

专著数量（0）

科研奖励数量（0）

会议论文数量（0）

专利数量（0）

Solvent-Templated Folding of Perylene Bisimide Macrocycles into Coiled Double-String Ropes with Solvent-Sensitive Optical Signatures.

DOI：
10.1021/jacs.6b11973
发表时间：
2017-01
期刊：
Journal of the American Chemical Society
影响因子：
15
作者：
P. Spenst;Ryan M. Young;B. Phelan;M. Keller;J. Dostál;T. Brixner;M. Wasielewski;F. Würthner
通讯作者：
P. Spenst;Ryan M. Young;B. Phelan;M. Keller;J. Dostál;T. Brixner;M. Wasielewski;F. Würthner

Structure-property relationship of perylene bisimide macrocycles probed by atomic force microscopy and single-molecule fluorescence spectroscopy.

DOI：
10.1021/nn400616u
发表时间：
2013-05
期刊：
ACS nano
影响因子：
17.1
作者：
Jieun Lee;V. Stepanenko;Jaesung Yang;Hyejin Yoo;F. Schlosser;Daniel Bellinger;B. Engels;I. Scheblykin;F. Würthner;Dongho Kim
通讯作者：
Jieun Lee;V. Stepanenko;Jaesung Yang;Hyejin Yoo;F. Schlosser;Daniel Bellinger;B. Engels;I. Scheblykin;F. Würthner;Dongho Kim

Reconstruction of the Molecular Structure of a Multichromophoric System Using Single-Molecule Defocused Wide-Field Imaging.

使用单分子散焦宽场成像重建多发色系统的分子结构