Covalent post-assembly modification of π-conjugated supramolecular polymers delivers structurally robust light-harvesting nanoscale objects

Article Chemistry, Physical

The Length of Molecular Tethers Can Be Used to Control the Structure and Electronic Properties of Stapled Supramolecular Polymers

Victor Paulino et al.

Summary: By modifying π-conjugated supramolecular polymers, their electronic structures and functions can be controlled, thus enhancing their potential applications in light harvesting, photocatalysis, and organic electronics.

CHEMISTRY OF MATERIALS (2022)

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Article Chemistry, Multidisciplinary

Enhancing Oxygenic Photosynthesis by Cross-Linked Perylenebisimide Quantasomes

Thomas Gobbato et al.

Summary: As a natural photoelectrolyzer for oxygen delivery, PSII is difficult to replicate with man-made constructs. However, by using the quantasome hypothesis, PSII mimicry can be simplified to a photocatalytic ensemble called QS, which can trigger water oxidation using visible-light quanta. In this study, PSII-inspired QS are self-assembled into hierarchical photosynthetic nanostacks, consisting of bis-cationic perylenebisimides as chromophores and deca-anionic tetraruthenate polyoxometalates as water oxidation catalysts. The QS are interlocked with TEG cross-linkers using a supramolecular and click-chemistry strategy, resulting in QS-TEG(lock) with enhanced water solvation, controlled growth, and significantly increased oxygenic photocurrent compared to the first generation QS.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2022)

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Article Chemistry, Physical

Bridging the gap between H- and J-aggregates: Classification and supramolecular tunability for excitonic band structures in two-dimensional molecular aggregates

Arundhati P. Deshmukh et al.

Summary: Molecular aggregates have different photophysical properties compared to their monomers, and can be classified using temperature, thermal broadening, and quantum yields. By studying examples of 2D aggregates, we found that the differences in excitonic band structure are the cause of the property changes. These results provide a description of complex excitonic behaviors and offer a way to optimize their applications.

CHEMICAL PHYSICS REVIEWS (2022)

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Article Chemistry, Multidisciplinary

Spatiotemporal dynamics of supramolecular polymers by in situ quantitative catalyst-free hydroamination

Minghan Tan et al.

Summary: The implementation of chemical reactivity into supramolecular polymers based on pi-conjugated molecules has attracted great interest in creating functional materials with dynamic properties. In this study, the researchers synthesized a supramolecular polymer based on ethynyl core-substituted naphthalenediimide molecules and demonstrated its in situ chemical reaction with various amines, leading to the formation of dynamic polymers without the need for a catalyst. The reaction proceeded rapidly due to intra-supramolecular cross-linking, providing a versatile tool kit for designing supramolecular polymeric materials.

CHEMICAL SCIENCE (2022)

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Article Chemistry, Physical

Exciton Dynamics in J- and H-Aggregates of a Tricarbocyanine Near-Infrared Dye

Oleg P. Dimitriev et al.

Summary: The investigation on exciton dynamics in aggregates of tricarbocyanine near-infrared dyes revealed unique behaviors, with short-lived excitonic components on the picosecond time scale and long-lived components on the nanosecond to microsecond time scales. These dynamics differ significantly from those of the monomer, displaying additional relaxation channels and intermolecular communications within and between different aggregates. In mixtures of J- and H-aggregates, the contributions from the long-lived component were further increased, indicating additional channels for exciton relaxation opened by interactions between J- and H-aggregates.

JOURNAL OF PHYSICAL CHEMISTRY C (2021)

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Article Chemistry, Physical

Molecular Engineering of Water-Soluble Oligomers to Elucidate Radical π-Anion Interactions in n-Doped Nanoscale Objects

Victor Paulino et al.

Summary: This study focuses on modulating the electronic properties of water-compatible nanoscale objects to develop redox-responsive materials for interfacing with living organisms. The synthesis and characterization of two novel water-soluble naphthalene diimide (NDI) oligomers are reported, showing complex redox processes and low-lying reduction potentials. The flexible chemical linkages help stabilize the first reduction potentials and facilitate n-doping by biologically relevant sacrificial electron donors.

JOURNAL OF PHYSICAL CHEMISTRY C (2021)

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Review Chemistry, Multidisciplinary

Perspectives in Dye Chemistry: A Rational Approach toward Functional Materials by Understanding the Aggregate State

David Bialas et al.

Summary: The past 20 years have seen a renaissance in dye chemistry, transitioning from traditional colorant research to functional materials. Functional material properties are governed by intermolecular interactions, rather than molecular structure alone. Future research should focus on developing larger oligomers and being guided by theoretical predictions.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2021)

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Article Chemistry, Multidisciplinary

Controlling Exchange Pathways in Dynamic Supramolecular Polymers by Controlling Defects

Anna L. de Marco et al.

Summary: The study investigates the key factors controlling the monomer exchange pathways in synthetic supramolecular polymers with intrinsic dynamic behavior using coarse-grained modeling, enhanced sampling, and machine learning. By examining the competition between directional and nondirectional interactions between monomers, the research reveals the mechanism determining the exchange pathways in supramolecular fibers.

ACS NANO (2021)

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Article Chemistry, Physical

How to reprogram the excitonic properties and solid-state morphologies of π-conjugated supramolecular polymers

Kaixuan Liu et al.

Summary: The combination of supramolecular and redox chemistry allows for the modulation of excitonic properties and solid-state morphologies of aggregates built from water-soluble perylene diimide building blocks, providing a means to reprogram the structure-function properties of pre-assembled aggregates. Through the formation of superstructures via a nucleation-growth mechanism, sacrificial electron donors play a key role in regulating the final structure-function properties of the aggregates.

PHYSICAL CHEMISTRY CHEMICAL PHYSICS (2021)

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Article Chemistry, Multidisciplinary

A Molecular Strategy to Lock-in the Conformation of a Perylene Bisimide-Derived Supramolecular Polymer

Adam Ashcraft et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

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Article Chemistry, Physical

Identifying and Tracking Defects in Dynamic Supramolecular Polymers

Piero Gasparotto et al.

JOURNAL OF PHYSICAL CHEMISTRY B (2020)

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Article Chemistry, Inorganic & Nuclear

Butadiyne-Bridged (Porphinato)Zinc(II) Chromophores Assemble into Free-Standing Nanosheets

Chuan Liu et al.

ORGANOMETALLICS (2020)

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Article Chemistry, Physical

Vibronic exciton model for low bandgap donor-acceptor polymers

Mohammad Balooch Qarai et al.

JOURNAL OF CHEMICAL PHYSICS (2020)

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Article Multidisciplinary Sciences

Light-directed trapping of metastable intermediates in a self-assembly process

Joonsik Seo et al.

NATURE COMMUNICATIONS (2020)

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Article Polymer Science

Hydrogen-bond-driven supramolecular self-assembly of diacetylene derivatives for topochemical polymerization in solution

Jianqiang Fan et al.

POLYMER CHEMISTRY (2020)

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Article Chemistry, Multidisciplinary

Controlled supramolecular polymerization of π-systems

Goutam Ghosh et al.

CHEMICAL COMMUNICATIONS (2020)

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Article Chemistry, Physical

Solvent-Modulated Charge-Transfer Resonance Enhancement in the Excimer State of a Bay-Substituted Perylene Bisimide Cyclophane

Woojae Kim et al.

JOURNAL OF PHYSICAL CHEMISTRY LETTERS (2019)

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Article Chemistry, Multidisciplinary

Reconfiguration of π-conjugated superstructures enabled by redox-assisted assembly

Kaixuan Liu et al.

CHEMICAL COMMUNICATIONS (2019)

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Review Chemistry, Multidisciplinary

Expanded Theory of H- and J-Molecular Aggregates: The Effects of Vibronic Coupling and Intermolecular Charge Transfer

Nicholas J. Hestand et al.

CHEMICAL REVIEWS (2018)

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Article Chemistry, Physical

Tuning Structure-Function Properties of pi-Conjugated Superstructures by Redox-Assisted Self-Assembly

Kaixuan Liu et al.

CHEMISTRY OF MATERIALS (2018)

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Article Chemistry, Multidisciplinary

Discrete pi-Stacks of Perylene Bisimide Dyes within Folda-Dimers: Insight into Long- and Short-Range Exciton Coupling

Christina Kaufmann et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2018)

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Article Chemistry, Multidisciplinary

Direct Observation of a Charge-Transfer State Preceding High-Yield Singlet Fission in Terrylenediimide Thin Films

Eric A. Margulies et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2017)

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Article Biochemistry & Molecular Biology

Purification and Characterization of Antioxidant Peptides of Pseudosciaena crocea Protein Hydrolysates

Ningning Zhang et al.

MOLECULES (2017)

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Article Chemistry, Physical

Suppressing Excimers in H-Aggregates of Perylene Bisimide Folda-Dimer: Role of Dimer Conformation and Competing Assembly Pathways

Samaresh Samanta et al.

JOURNAL OF PHYSICAL CHEMISTRY LETTERS (2017)

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Article Chemistry, Multidisciplinary

Direct Imaging of Exciton Transport in Tubular Porphyrin Aggregates by Ultrafast Microscopy

Yan Wan et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2017)

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Article Chemistry, Multidisciplinary

Chemomechanical-force-induced folding-unfolding directly controls distinct fluorescence dual-color switching

Jian Chen et al.

CHEMICAL COMMUNICATIONS (2017)

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Article Chemistry, Physical

Energy Migration in Organic Solar Concentrators with a Molecularly Insulated Perylene Diimide

James L. Banal et al.

JOURNAL OF PHYSICAL CHEMISTRY C (2016)

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Article Chemistry, Multidisciplinary

Direct Observation of Excimer-Mediated Intramolecular Electron Transfer in a Cofacially-Stacked Perylene Bisimide Pair

Jooyoung Sung et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2016)

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Article Chemistry, Multidisciplinary

Room-Temperature Micron-Scale Exciton Migration in a Stabilized Emissive Molecular Aggregate

Justin R. Caram et al.

NANO LETTERS (2016)

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Article Chemistry, Physical

A perylene bisimide derivative with pyrene and cholesterol as modifying structures: synthesis and fluorescence behavior

Gang Wang et al.

PHYSICAL CHEMISTRY CHEMICAL PHYSICS (2016)

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Article Chemistry, Multidisciplinary

Energy and Electron Transfer Dynamics within a Series of Perylene Diimide/Cyclophane Systems

Sean T. J. Ryan et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2015)

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Dipole-Moment-Driven Cooperative Supramolecular Polymerization

Chidambar Kulkarni et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2015)

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Pathway Complexity in π-Conjugated Materials

Peter A. Korevaar et al.

CHEMISTRY OF MATERIALS (2014)

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Thermodynamic Factors Impacting the Peptide-Driven Self-Assembly of Perylene Diimide Nanofibers

Galen L. Eakins et al.

JOURNAL OF PHYSICAL CHEMISTRY B (2014)

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Understanding the Effect of Fluorocarbons in Aqueous Supramolecular Polymerization: Ultrastrong Noncovalent Binding and Cooperativity

Elisha Krieg et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2014)

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Exciton delocalization and dynamics in helical π-stacks of self-assembled perylene bisimides

Jong Min Lim et al.

CHEMICAL SCIENCE (2013)

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Controlling Chemical Self-Assembly by Solvent-Dependent Dynamics

Peter A. Korevaar et al.

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Rethinking the term pi-stacking

Chelsea R. Martinez et al.

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High-Resolution Visualization of Fibrinogen Molecules and Fibrin Fibers with Atomic Force Microscopy

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Photoswitchable Intramolecular H-Stacking of Perylenebisimide

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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2010)

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Self-Assembly Strategies for Integrating Light Harvesting and Charge Separation in Artificial Photosynthetic Systems

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ACCOUNTS OF CHEMICAL RESEARCH (2009)

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Weak Interactions Dominating the Supramolecular Self-Assembly in a Salt: A Designed Single-Crystal-to-Single-Crystal Topochemical Polymerization of a Terminal Aryldiacetylene

Zhong Li et al.

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Rapid purification of photosystem I chlorophyll-binding proteins by differential centrifugation and vertical rotor

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PHOTOSYNTHESIS RESEARCH (2006)

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Stabilization of a kinetically favored nanostructure:: Surface ROMP of self-assembled conductive nanocoils from a norbornene-appended hexa-peri-hexabenzocoronene

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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2006)

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Effect of side-chain substituents on self-assembly of perylene diimide molecules: Morphology control

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Covalent post-assembly modification of π-conjugated supramolecular polymers delivers structurally robust light-harvesting nanoscale objects

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