Triptycene End‐Capped Benzothienobenzothiophene and Naphthothienobenzothiophene
| Autor: | Marcus Elstner, Lucas Ueberricke, Michael Mastalerz, Sven M. Elbert, Julia Schwarz, Frank Rominger, Jana Zaumseil, Farhad Ghalami, Maik Matthiesen |
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| Jazyk: | angličtina |
| Rok vydání: | 2020 |
| Předmět: |
Chemistry & allied sciences
Crystal structure 010402 general chemistry Crystal engineering 01 natural sciences Catalysis law.invention chemistry.chemical_compound law benzothienobenzothiophene Heterocycles | Hot Paper triptycene Crystallization Full Paper 010405 organic chemistry Chemistry Organic Chemistry Synthon charge transfer General Chemistry Full Papers 0104 chemical sciences Crystallography crystal engineering Triptycene ddc:540 |
| Zdroj: | Chemistry-a European journal, 26 (55), 12596–12605 Chemistry (Weinheim an Der Bergstrasse, Germany) |
| ISSN: | 0947-6539 1521-3765 |
| Popis: | Previously it was demonstrated that triptycene end‐capping can be used as a crystal engineering strategy to direct the packing of quinoxalinophenanthrophenazines (QPPs) towards cofacially stacked π dimers with large molecular overlap resulting in high charge transfer integrals. Remarkably, this packing motif was formed under different crystallization conditions and with a variety of derivatives bearing additional functional groups or aromatic substituents. Benzothienobenzothiophene (BTBT) and its derivatives are known as some of the best performing compounds for organic field‐effect transistors. Here, the triptycene end‐capping concept is introduced to this class of compounds and polymorphic crystal structures are investigated to evaluate the potential of triptycene end‐caps as synthons for crystal engineering. Triptycene end‐capping can be used as a crystal engineering strategy to direct the packing of quinoxalinophenanthrophenazines towards cofacially stacked π dimers with large molecular overlap resulting in high charge transfer integrals. In this work, the triptycene end‐capping concept is introduced to benzothienobenzothiophene (BTBT) and its derivatives. |
| Databáze: | OpenAIRE |
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