Journal Article

PUBDB-2024-01960

http://join2-wiki.gsi.de/foswiki/pub/Main/Artwork/join2_logo100x88.png A Terrylene Bisimide based Universal Host for Aromatic Guests to Derive Contact Surface‐Dependent Dispersion Energies

Rühe, J. ; Rajeevan, M. ; Shoyama, K.Extern* ; Swathi, R. S. ; Wuerthner, F. (Corresponding author)Extern*

2024
Wiley-VCH Weinheim

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Please use a persistent id in citations: doi:10.1002/anie.202318451  doi:10.3204/PUBDB-2024-01960

Abstract: $π–π$ interactions are among the most important intermolecular interactions in supramolecular systems. Here we determine experimentally a universal parameter for their strength that is simply based on the size of the interacting contact surfaces. Toward this goal we designed a new cyclophane based on terrylene bisimide (TBI) π-walls connected by para-xylylene spacer units. With its extended π-surface this cyclophane proved to be an excellent and universal host for the complexation of π-conjugated guests, including small and large polycyclic aromatic hydrocarbons (PAHs) as well as dye molecules. The observed binding constants range up to 10$^8$ M$^ {−1}$ and show a linear dependence on the 2D area size of the guest molecules. This correlation can be used for the prediction of binding constants and for the design of new host–guest systems based on the herewith derived universal Gibbs interaction energy parameter of 0.31 kJ/molÅ$^2$ in chloroform.

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Contributing Institute(s):

1. DOOR-User (DOOR ; HAS-User)

Research Program(s):

1. 6G3 - PETRA III (DESY) (POF4-6G3) (POF4-6G3)
2. FS-Proposal: I-20220338 (I-20220338) (I-20220338)
3. FS-Proposal: I-20211168 (I-20211168) (I-20211168)

Experiment(s):

1. PETRA Beamline P11 (PETRA III)

Appears in the scientific report 2024

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Database coverage:
; ; ; Chemical Reactions ; Clarivate Analytics Master Journal List ; Current Contents - Life Sciences ; Current Contents - Physical, Chemical and Earth Sciences ; DEAL Wiley ; Ebsco Academic Search ; Essential Science Indicators ; IF >= 15 ; Index Chemicus ; JCR ; Nationallizenz ; SCOPUS ; Science Citation Index Expanded ; Web of Science Core Collection

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