Superbenzene-Porphyrin Gas-Phase Architectures Derived from Intermolecular Dispersion Interactions

Chemistry : a European Journal
Dominik LungerichNorbert Jux

Abstract

A systematic series of superbenzene-porphyrin conjugates was synthesized and characterized. All conjugates show a high degree of cluster formation that correlates to the amount of tert-butylated hexa-peri-hexabenzocoronenes (tBuHBCs) attached to the porphyrin's periphery. Determined by mass spectrometry and X-ray diffraction, van der Waals (vdW) interactions like London dispersions (LD), stemming from solubilizing tert-butyl groups, were identified to be the major reason for the cluster formation. Cluster sizes comprised of more than twenty molecules with masses up to 70 000 Da were observed, which are rare examples of large architectures based on synthetic functional molecules, assembled by dispersion interactions. Novel strategies towards the design of solution processable functional materials, capable of dynamic transformations based on non-covalent synthesis can be envisioned.

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Citations

Dec 18, 2019·Chemistry : a European Journal·Michael RuppelNorbert Jux
Apr 28, 2020·Chemistry : a European Journal·Max M MartinNorbert Jux
Jun 25, 2020·Chemistry : a European Journal·Dominik LungerichThomas Drewello
Aug 21, 2019·Chemistry : a European Journal·Max M MartinNorbert Jux
Apr 11, 2019·Angewandte Chemie·Max M MartinNorbert Jux
Nov 24, 2020·Chemistry : a European Journal·David RegerNorbert Jux
Jan 1, 2019·The Journal of Organic Chemistry·Max M MartinNorbert Jux

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