Diaminotriazinyl-Substituted N-Heterotriangulene: Hydrogen Bonding-Driven Self-Assembly in the Solid State, in the Gas Phase and on Surfaces

Borstelmann J, Miguez Lago S, Geßner D, Ammon MM, Hitzenberger J, Hampel F, Drewello T, Maier S, Kivala M (2025)

Publication Type: Journal article

Publication year: 2025

Journal

DOI: 10.1002/chem.202403998

Abstract

We report the synthesis and comprehensive characterization of a dimethylmethylene-bridged N-heterotriangulene (N-HTA) with diaminotriazinyl groups to guide the self-assembly through directional hydrogen bonding. Mass spectrometry collision-induced dissociation experiments indicated the formation of multiply charged clusters in the gas phase. Single crystal X-ray diffraction studies revealed that the solid state packing is governed by an interplay between the hydrogen bonding and the solvent system used for crystallization. The self-assembly on both semiconducting and insulating surfaces upon simple drop-casting was disclosed by atomic force microscopy and scanning tunneling microscopy. The strong hydrogen bonding leads to robust self-assembly on surfaces, which can be conveniently achieved by simple solution processing techniques under ambient conditions.

Authors with CRIS profile

Involved external institutions

Ruprecht-Karls-Universität Heidelberg Germany (DE)

How to cite

APA:

Borstelmann, J., Miguez Lago, S., Geßner, D., Ammon, M.M., Hitzenberger, J., Hampel, F.,... Kivala, M. (2025). Diaminotriazinyl-Substituted N-Heterotriangulene: Hydrogen Bonding-Driven Self-Assembly in the Solid State, in the Gas Phase and on Surfaces. Chemistry - A European Journal. https://doi.org/10.1002/chem.202403998

MLA:

Borstelmann, Jan, et al. "Diaminotriazinyl-Substituted N-Heterotriangulene: Hydrogen Bonding-Driven Self-Assembly in the Solid State, in the Gas Phase and on Surfaces." Chemistry - A European Journal (2025).

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