Perylene Bisimide Cyclophanes: Structure–Property Relationships upon Variation of the Cavity Size

Perylene Bisimide Cyclophanes: Structure–Property Relationships upon Variation of the Cavity Size

Abstract Five cyclophanes composed of two perylene bisimide (PBI) dyes and various CH2–arylene–CH2 linker units were synthesized. PM6-D3H4 geometry-optimized structures and a single crystal for one of these cyclophanes reveal well-defined distances between the two coplanar PBI units in these cycloph...

Full description

Bibliographic Details
Main Authors:	Jessica Rühe, David Bialas, Peter Spenst, Ana-Maria Krause, Frank Würthner
Format:	Article
Language:	English
Published:	Georg Thieme Verlag 2020-04-01
Series:	Organic Materials
Subjects:	cyclophanes exciton coupling fluorescence organic dyes
Online Access:	http://www.thieme-connect.de/DOI/DOI?10.1055/s-0040-1709998

Similar Items

Modern cyclophane chemistry /
by: Gleiter, Rolf, 1936-, et al.
Published: (2004)

Cyclophane chemistry : synthesis, structures, and reactions /
by: Vogtle, F. (Fritz), 1939-
Published: (1993)

A 1,6-Diphenylpyrene-Based, Photoluminescent Cyclophane Showing a Nematic Liquid-Crystalline Phase at Room Temperature
by: Yoshimitsu Sagara, et al.
Published: (2019-02-01)

Synthesis of macrocyclization cyclophanes and their metal complexes, characterization and antimicrobial activity
by: Murat Ates, et al.
Published: (2023-03-01)

Selected synthetic strategies to cyclophanes
by: Sambasivarao Kotha, et al.
Published: (2015-07-01)

Bis-pseudorotaxane Formation of Perylene Bisimide-Linked [60]Fullerene Dumbbell-Like Molecules with [10]Cycloparaphenylene
by: Iris Solymosi, et al.
Published: (2022-08-01)

Energy transfer in supramolecular calix[4]arene—Perylene bisimide dye light harvesting building blocks: Resolving loss processes with simultaneous target analysis
by: Ivo H.M. van Stokkum, et al.
Published: (2022-12-01)

Computational Insight into the Rope-Skipping Isomerization of Diarylether Cyclophanes
by: Thomas J. Summers, et al.
Published: (2021-11-01)

Antioxidant Capacity of Two Novel Bioactive Fe(III)-Cyclophane Complexes
by: Rogerio R. Sotelo-Mundo, et al.
Published: (2013-01-01)

Synthesis and Protonation Constants of an Amide-Based Chelating Cyclophane
by: Julio Cesar Altamirano-Coronado, et al.
Published: (2006-12-01)

Determining Repulsion in Cyclophane Cages
by: Mirosław Jabłoński
Published: (2022-06-01)

Hydrophilic Tetraphenylethene-Based Tetracationic Cyclophanes: NADPH Recognition and Cell Imaging With Fluorescent Switch
by: Dan Wu, et al.
Published: (2021-12-01)

Binding and Sensing Properties of a Hybrid Naphthalimide–Pyrene Aza-Cyclophane towards Nucleotides in an Aqueous Solution
by: Aleksandr M. Agafontsev, et al.
Published: (2021-02-01)

Reversible intramolecular photocycloaddition of a bis(9-anthrylbutadienyl)paracyclophane – an inverse photochromic system. (Photoactive cyclophanes 5)
by: Henning Hopf, et al.
Published: (2009-05-01)

Size-dependent exciton dynamics in one-dimensional perylene bisimide aggregates
by: Steffen Wolter, et al.
Published: (2012-01-01)

Ultrafast coherent exciton dynamics in size-controlled perylene bisimide aggregates
by: Seongsoo Kang, et al.
Published: (2019-11-01)

Observation of Two-Exciton States in Perylene Bisimide Aggregates
by: Lochbrunner S., et al.
Published: (2013-03-01)

Comparison of the capacity of β-cyclodextrin derivatives and cyclophanes to shuttle cholesterol between cells and serum lipoproteins
by: Aimee E. Christian, et al.
Published: (1999-08-01)

Fluorofluorescent Perylene Bisimides
by: Yoshinaga, Kosuke, et al.
Published: (2020)

A Review of Crystalline Multibridged Cyclophane Cages: Synthesis, Their Conformational Behavior, and Properties
by: Xing-Xing Zhang, et al.
Published: (2022-10-01)

Immune response of human cultured cells towards macrocyclic Fe2PO and Fe2PC bioactive cyclophane complexes
by: Alex J. Salazar-Medina, et al.
Published: (2020-04-01)

Design and synthesis of hybrid cyclophanes containing thiophene and indole units via Grignard reaction, Fischer indolization and ring-closing metathesis as key steps
by: Sambasivarao Kotha, et al.
Published: (2015-08-01)

Nanostructured polyurethane perylene bisimide ester assemblies with tuneable morphology and enhanced stability
by: Xiaoxiao Zhang, et al.
Published: (2018-01-01)

Preparation and NMR spectra of four isomeric diformyl[2.2]paracyclophanes (cyclophanes 66)
by: Ina Dix, et al.
Published: (2010-09-01)

Antifungal Activity of Amphiphilic Perylene Bisimides
by: Vicky C. Roa-Linares, et al.
Published: (2022-10-01)

Self-sorted Oligophenylvinylene and Perylene Bisimide Hydrogels
by: Ana M. Castilla, et al.
Published: (2017-08-01)

Synthesis and Guest-Binding Properties of pH/Reduction Dual-Responsive Cyclophane Dimer
by: Osamu Hayashida, et al.
Published: (2021-05-01)

Direct Synthesis of Polyaromatic Cyclophanes Containing Bis-Methylene-Interrupted <i>Z</i>-Double Bonds and Study of Their Antitumor Activity In Vitro
by: Vladimir A. D’yakonov, et al.
Published: (2021-08-01)

Bader’s Topological Bond Path Does Not Necessarily Indicate Stabilizing Interaction—Proof Studies Based on the Ng@[3<sub>n</sub>]cyclophane Endohedral Complexes
by: Mirosław Jabłoński
Published: (2023-08-01)

Building complex carbon skeletons with ethynyl[2.2]paracyclophanes
by: Ina Dix, et al.
Published: (2014-08-01)

The Sign of Exciton-Photon Coupling in GaN-Based Triangular-like Ridge Cavity
by: Jing Zhou, et al.
Published: (2022-03-01)

Five-membered ring annelation in [2.2]paracyclophanes by aldol condensation
by: Henning Hopf, et al.
Published: (2014-08-01)

MWCNT/perylene bisimide water dispersions for miniaturized temperature sensors
by: Biver, Tarita, et al.
Published: (2016)

Molecular Dynamic Studies of Dye–Dye and Dye–DNA Interactions Governing Excitonic Coupling in Squaraine Aggregates Templated by DNA Holliday Junctions
by: German Barcenas, et al.
Published: (2023-02-01)

1,4-Bis[3,11-dithiatricyclo[11.3.1.15,9]octadeca-1(17),5,7,9(18),13,15-hexaen-7-yl]buta-1,3-diyne
by: Tetsuji Moriguchi, et al.
Published: (2016-09-01)

Selective Fluorimetric Detection of Pyrimidine Nucleotides in Neutral Aqueous Solution with a Styrylpyridine-Based Cyclophane
by: Julika Schlosser, et al.
Published: (2023-05-01)

[3.3]Dithia-bridged cyclophanes featuring a thienothiophene ring: synthesis, structures and conformational analysis
by: Sabir H. Mashraqui, et al.
Published: (2009-12-01)

Organic Acid Regulated Self-Assembly and Photophysical Properties of Perylene Bisimide Derivatives
by: Ying Wang, et al.
Published: (2020-04-01)

The effects of amino acid functionalisation on the optoelectronic properties and self-assembly of perylene bisimides
by: Thomas A Welsh, et al.
Published: (2023-01-01)

Synthesis of Azacalixarenes and Development of Their Properties
by: Hiroyuki Takemura
Published: (2021-08-01)