Controlling the Crystal Packing and Morphology of Metal–Organic Macrocycles through Side-Chain Modification

Zasada, Leo B.; Le, Phuong H.; Hill, Audrey M.; Shafranek, Ryan T.; Xiao, Dianne J.

doi:10.1021/acsmaterialslett.4c00957

ACS Materials Lett.

2024

DOI: 10.1021/acsmaterialslett.4c00957

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Controlling the Crystal Packing and Morphology of Metal–Organic Macrocycles through Side-Chain Modification

Leo B. Zasada,

Phuong H. Le,

Audrey M. Hill

et al.

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2024

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Cited by 2 publications

References 33 publications

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Nitrogen‐Rich Conjugated Macrocycles: Synthesis, Conductivity, and Application in Electrochemical CO₂ Capture

Le,

Liu,

Zasada

et al. 2024

Angewandte Chemie

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Here we report a series of nitrogen‐rich conjugated macrocycles that mimic the structure and function of semiconducting 2D metal–organic and covalent organic frameworks while providing greater solution processability and surface tunability. Using a new tetraaminotriphenylene building block that is compatible with both coordination chemistry and dynamic covalent chemistry reactions, we have synthesized two distinct macrocyclic cores containing Ni–N and phenazine‐based linkages, respectively. The fully conjugated macrocycle cores support strong interlayer stacking and accessible nanochannels. For the metal–organic macrocycles, good out‐of‐plane charge transport is preserved, with pressed pellet conductivities of 10–3 S/cm for the nickel variants. Finally, using electrochemically mediated CO2 capture as an example, we illustrate how colloidal phenazine‐based organic macrocycles improve electrical contact and active site electrochemical accessibility relative to bulk covalent organic framework powders. Together, these results highlight how simple macrocycles can enable new synthetic directions as well as new applications by combining the properties of crystalline porous frameworks, the processability of nanomaterials, and the precision of molecular synthesis.

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Nitrogen‐Rich Conjugated Macrocycles: Synthesis, Conductivity, and Application in Electrochemical CO₂ Capture

Le,

Liu,

Zasada

et al. 2024

Angewandte Chemie

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show abstract

Nitrogen‐Rich Conjugated Macrocycles: Synthesis, Conductivity, and Application in Electrochemical CO₂ Capture

Le,

Liu,

Zasada

et al. 2024

Angew Chem Int Ed

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Controlling the Crystal Packing and Morphology of Metal–Organic Macrocycles through Side-Chain Modification

Cited by 2 publications

References 33 publications

Nitrogen‐Rich Conjugated Macrocycles: Synthesis, Conductivity, and Application in Electrochemical CO₂ Capture

Nitrogen‐Rich Conjugated Macrocycles: Synthesis, Conductivity, and Application in Electrochemical CO₂ Capture

Nitrogen‐Rich Conjugated Macrocycles: Synthesis, Conductivity, and Application in Electrochemical CO₂ Capture

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Controlling the Crystal Packing and Morphology of Metal–Organic Macrocycles through Side-Chain Modification

Cited by 2 publications

References 33 publications

Nitrogen‐Rich Conjugated Macrocycles: Synthesis, Conductivity, and Application in Electrochemical CO2 Capture

Nitrogen‐Rich Conjugated Macrocycles: Synthesis, Conductivity, and Application in Electrochemical CO2 Capture

Nitrogen‐Rich Conjugated Macrocycles: Synthesis, Conductivity, and Application in Electrochemical CO2 Capture

Contact Info

Product

Resources

About

Nitrogen‐Rich Conjugated Macrocycles: Synthesis, Conductivity, and Application in Electrochemical CO₂ Capture

Nitrogen‐Rich Conjugated Macrocycles: Synthesis, Conductivity, and Application in Electrochemical CO₂ Capture

Nitrogen‐Rich Conjugated Macrocycles: Synthesis, Conductivity, and Application in Electrochemical CO₂ Capture