Supramolecular frameworks based on 5,10,15,20-tetra(4-carboxyphenyl)porphyrins

Mahbod Morshedi; Jas S. Ward; Paul E. Kruger; Nicholas G. White

doi:10.1039/c7dt04162d

Supramolecular frameworks based on 5,10,15,20-tetra(4-carboxyphenyl)porphyrins

Mahbod Morshedi, Jas S. Ward, Paul E. Kruger, Nicholas G. White^*

^*Corresponding author for this work

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

21 Citations (Scopus)

Abstract

We have investigated the hydrogen bond-driven assembly of nickel and freebase tetra(carboxyphenyl) and tetra(carboxylatophenyl) porphyrins. When the tetracarboxylates were crystallized with bis(amidinium) species, their crystal structures contained a range of hydrogen bond geometries, and we did not obtain well-ordered networks. Use of a tetrahedral tetra(amidinium) building block yielded a 3D framework material with a PtS topology, which contains only a "paired" hydrogen bonding arrangement. This framework is highly porous, with ∼3/4 of the unit cell volume occupied by disordered solvent molecules, although it loses crystallinity upon removal from solvent. Favourable interactions between porphyrin carboxylic acid hydrogen bond donors and bipyridine nitrogen atoms were then used to prepare a stable 2D porphyrin grid-like network.

Original language	English
Pages (from-to)	783-790
Number of pages	8
Journal	Dalton Transactions
Volume	47
Issue number	3
DOIs	https://doi.org/10.1039/c7dt04162d
Publication status	Published - 2018

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AU - White, Nicholas G.

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AB - We have investigated the hydrogen bond-driven assembly of nickel and freebase tetra(carboxyphenyl) and tetra(carboxylatophenyl) porphyrins. When the tetracarboxylates were crystallized with bis(amidinium) species, their crystal structures contained a range of hydrogen bond geometries, and we did not obtain well-ordered networks. Use of a tetrahedral tetra(amidinium) building block yielded a 3D framework material with a PtS topology, which contains only a "paired" hydrogen bonding arrangement. This framework is highly porous, with ∼3/4 of the unit cell volume occupied by disordered solvent molecules, although it loses crystallinity upon removal from solvent. Favourable interactions between porphyrin carboxylic acid hydrogen bond donors and bipyridine nitrogen atoms were then used to prepare a stable 2D porphyrin grid-like network.

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Supramolecular frameworks based on 5,10,15,20-tetra(4-carboxyphenyl)porphyrins

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