A Chiral Molecular Cage Comprising Diethynylallenes and N-Heterotriangulenes for Enantioselective Recognition |
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Authors: | Dr Sandra Míguez-Lago Dr Bettina D Gliemann Prof Dr Milan Kivala Prof María Magdalena Cid |
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Institution: | 1. Departamento de Química Orgánica, Universidade de Vigo, Campus Lagoas-Marcosende, 36310 Vigo, Spain;2. Department of Chemistry and Pharmacy, Chair of Organic Chemistry I, Friedrich-Alexander-Universität Erlangen-Nürnberg, Nikolaus-Fiebiger-Str. 10, 91058 Erlangen, Germany;3. Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany |
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Abstract: | Chirality, a characteristic tool of molecular recognition in nature, is often a complement of redox active systems. Scientists, in their eagerness to mimic such sophistication, have designed numerous chiral systems based on molecular entities with cavities, such as macrocycles and cages. In an attempt to combine chirality and redox-active species, in this contribution we report the synthesis and detailed characterization of a chiral shape-persistent molecular cage based on the combination of enantiopure diethynylallenes and electron-rich bridged triarylamines, also known as N-heterotriangulenes. Its ability for chiral recognition in solution was revealed through UV/vis titrations with enantiopure helicenes. |
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Keywords: | allenes bridged triarylamines chirality molecular cages molecular recognition |
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