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

被引：20

作者：

Lungerich, Dominik ^{[1
,2
,4
,5
]}

Hitzenberger, Jakob F. ^{[3
]}

Hampel, Frank ^{[1
,2
]}

Drewello, Thomas ^{[3
]}

Jux, Norbert ^{[1
,2
]}

机构：

[1] Friedrich Alexander Univ Erlangen Nuernberg, Dept Chem & Pharm, Nikolaus Fiebiger Str 10, D-90458 Erlangen, Germany

[2] Friedrich Alexander Univ Erlangen Nuernberg, ICMM, Organ Chem 2, Nikolaus Fiebiger Str 10, D-90458 Erlangen, Germany

[3] Friedrich Alexander Univ Erlangen Nuernberg, Dept Chem & Pharm, Phys Chem 1, Egerlandstr 3, D-90458 Erlangen, Germany

[4] Univ Tokyo, Dept Chem, Bunkyo Ku, 7-3-1 Hongo, Tokyo 1130033, Japan

[5] Univ Tokyo, Mol Technol Innovat Chair, Bunkyo Ku, 7-3-1 Hongo, Tokyo 1130033, Japan

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2018年 / 24卷 / 59期

基金：

日本学术振兴会;

关键词：

Cluster; Dispersion Interaction; Hexabenzocoronene; Mass spectrometry; Porphyrin; VAN-DER-WAALS; HEXA-PERI-HEXABENZOCORONENES; LONDON DISPERSION; THEORETICAL DETERMINATION; THERMODYNAMIC STABILITY; INTERACTION ENERGY; MOLECULAR BALANCE; CH/PI-INTERACTION; FORCES; ALKYL;

D O I：

10.1002/chem.201803684

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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 70000Da 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.

引用

页码：15818 / 15824

页数：7

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