Coercing assembly of donor-acceptor complexes with hydrogen-bonded frameworks

Anna Yusov; Alexandra M. Dillon; Chunhua T. Hu; Stephanie S. Lee; Michael D. Ward

doi:10.1016/j.orgel.2023.106752

Coercing assembly of donor-acceptor complexes with hydrogen-bonded frameworks

Anna Yusov, Alexandra M. Dillon, Chunhua T. Hu, Stephanie S. Lee, Michael D. Ward

Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

Guanidinium organosulfonate (GS) hydrogen-bonded frameworks (HBFs) constructed from three different naphthalenesulfonates incorporate the electron acceptor tetracyanoquinodimethane (TCNQ) as a guest molecule, with framework architectures that reflect synergy between the persistent 2D hydrogen-bonded GS network and donor-acceptor interactions. The spectroscopic and computational results confirm weak charge-transfer interactions associated with the formation of mixed stacks containing naphthalene donors and TCNQ acceptors that are enforced by the GS framework, suggesting opportunities for the synthesis of new optoelectronic materials through a combination of molecular and crystal design.

Original language	English (US)
Article number	106752
Journal	Organic Electronics
Volume	115
DOIs	https://doi.org/10.1016/j.orgel.2023.106752
State	Published - Apr 2023

Keywords

Charge transfer
Crystallography
Hydrogen bonded frameworks
Single crystal
Solid-state organic materials
Tetracyanoquinodimethane

ASJC Scopus subject areas

Electronic, Optical and Magnetic Materials
Biomaterials
General Chemistry
Condensed Matter Physics
Materials Chemistry
Electrical and Electronic Engineering

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10.1016/j.orgel.2023.106752

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title = "Coercing assembly of donor-acceptor complexes with hydrogen-bonded frameworks",

abstract = "Guanidinium organosulfonate (GS) hydrogen-bonded frameworks (HBFs) constructed from three different naphthalenesulfonates incorporate the electron acceptor tetracyanoquinodimethane (TCNQ) as a guest molecule, with framework architectures that reflect synergy between the persistent 2D hydrogen-bonded GS network and donor-acceptor interactions. The spectroscopic and computational results confirm weak charge-transfer interactions associated with the formation of mixed stacks containing naphthalene donors and TCNQ acceptors that are enforced by the GS framework, suggesting opportunities for the synthesis of new optoelectronic materials through a combination of molecular and crystal design.",

keywords = "Charge transfer, Crystallography, Hydrogen bonded frameworks, Single crystal, Solid-state organic materials, Tetracyanoquinodimethane",

author = "Anna Yusov and Dillon, {Alexandra M.} and Hu, {Chunhua T.} and Lee, {Stephanie S.} and Ward, {Michael D.}",

note = "Publisher Copyright: {\textcopyright} 2023 Elsevier B.V.",

year = "2023",

month = apr,

doi = "10.1016/j.orgel.2023.106752",

language = "English (US)",

volume = "115",

journal = "Organic Electronics",

issn = "1566-1199",

publisher = "Elsevier B.V.",

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TY - JOUR

T1 - Coercing assembly of donor-acceptor complexes with hydrogen-bonded frameworks

AU - Yusov, Anna

AU - Dillon, Alexandra M.

AU - Hu, Chunhua T.

AU - Lee, Stephanie S.

AU - Ward, Michael D.

PY - 2023/4

Y1 - 2023/4

N2 - Guanidinium organosulfonate (GS) hydrogen-bonded frameworks (HBFs) constructed from three different naphthalenesulfonates incorporate the electron acceptor tetracyanoquinodimethane (TCNQ) as a guest molecule, with framework architectures that reflect synergy between the persistent 2D hydrogen-bonded GS network and donor-acceptor interactions. The spectroscopic and computational results confirm weak charge-transfer interactions associated with the formation of mixed stacks containing naphthalene donors and TCNQ acceptors that are enforced by the GS framework, suggesting opportunities for the synthesis of new optoelectronic materials through a combination of molecular and crystal design.

AB - Guanidinium organosulfonate (GS) hydrogen-bonded frameworks (HBFs) constructed from three different naphthalenesulfonates incorporate the electron acceptor tetracyanoquinodimethane (TCNQ) as a guest molecule, with framework architectures that reflect synergy between the persistent 2D hydrogen-bonded GS network and donor-acceptor interactions. The spectroscopic and computational results confirm weak charge-transfer interactions associated with the formation of mixed stacks containing naphthalene donors and TCNQ acceptors that are enforced by the GS framework, suggesting opportunities for the synthesis of new optoelectronic materials through a combination of molecular and crystal design.

KW - Charge transfer

KW - Crystallography

KW - Hydrogen bonded frameworks

KW - Single crystal

KW - Solid-state organic materials

KW - Tetracyanoquinodimethane

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U2 - 10.1016/j.orgel.2023.106752

DO - 10.1016/j.orgel.2023.106752

M3 - Article

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SN - 1566-1199

VL - 115

JO - Organic Electronics

JF - Organic Electronics

M1 - 106752

ER -

Coercing assembly of donor-acceptor complexes with hydrogen-bonded frameworks

Abstract

Keywords

ASJC Scopus subject areas

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