Interactions of metalloporphyrins as donors with the electron acceptors C60, tetracyanoquinomethane (TCNQ) and trinitrofluorenylidenemalonitrile

Marilyn M. Olmstead, Ana De Bettencourt-Dias, Hon Man Lee, David Pham, Alan L. Balch

Research output: Contribution to journalArticle

29 Citations (Scopus)

Abstract

Crystals of C60·PtII(OEP)·2(C6H6), TCNQ·CuII(OEP), TCNQ·H2(OEP), TCNQ·2CuII(OEP), TCNQ·2ZnII(OEP) and TNFM·CoII(OEP) [OEP is the dianion of octaethylporphyrin, TCNQ is 7,7,8,8-tetracyanoquinodimethane, TNFM is (2,4,7-trinitrofluorenylidene)malonitrile] have been obtained by diffusion of a solution of the porphyrin as donor into a solution of the respective acceptor molecule. The structure of C60·PtII(OEP)·2(C6H6) consists of an ordered C60 cage nestled against the platinum porphyrin which makes close face-to-face contact with another PtII(OEP) molecule. In contrast, there are no close face-to-face contacts between porphyrins in the crystal structures of TCNQ·CuII(OEP), TCNQ·H2(OEP), and TNFM·CoII(OEP). These compounds consist of classical donor-acceptor stacks of interleaved porphyrin and TCNQ or TNFM molecules with separations of ca. 3.3 Å between adjacent molecules. However with TCNQ·2CuII(OEP) and TCNQ·2ZnII(OEP) the structures involve TCNQ (A) and MII(OEP) (D) molecules that crystallize in stacks with a DDA(DDA)nDDA arrangement. Within these stacks there are pairwise contacts between MII(OEP) molecules and these pairs are compared to those found in C60·PtII(OEP)·2(C6H6) and related fullerene-containing crystals.

Original languageEnglish
Pages (from-to)3227-3232
Number of pages6
JournalDalton Transactions
Issue number16
DOIs
Publication statusPublished - 2003 Aug 21

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Metalloporphyrins
Porphyrins
Molecules
Electrons
Fullerenes
Crystals
Platinum
Crystal structure

All Science Journal Classification (ASJC) codes

  • Inorganic Chemistry

Cite this

@article{051b55375f844f0881a8de1cf3369055,
title = "Interactions of metalloporphyrins as donors with the electron acceptors C60, tetracyanoquinomethane (TCNQ) and trinitrofluorenylidenemalonitrile",
abstract = "Crystals of C60·PtII(OEP)·2(C6H6), TCNQ·CuII(OEP), TCNQ·H2(OEP), TCNQ·2CuII(OEP), TCNQ·2ZnII(OEP) and TNFM·CoII(OEP) [OEP is the dianion of octaethylporphyrin, TCNQ is 7,7,8,8-tetracyanoquinodimethane, TNFM is (2,4,7-trinitrofluorenylidene)malonitrile] have been obtained by diffusion of a solution of the porphyrin as donor into a solution of the respective acceptor molecule. The structure of C60·PtII(OEP)·2(C6H6) consists of an ordered C60 cage nestled against the platinum porphyrin which makes close face-to-face contact with another PtII(OEP) molecule. In contrast, there are no close face-to-face contacts between porphyrins in the crystal structures of TCNQ·CuII(OEP), TCNQ·H2(OEP), and TNFM·CoII(OEP). These compounds consist of classical donor-acceptor stacks of interleaved porphyrin and TCNQ or TNFM molecules with separations of ca. 3.3 {\AA} between adjacent molecules. However with TCNQ·2CuII(OEP) and TCNQ·2ZnII(OEP) the structures involve TCNQ (A) and MII(OEP) (D) molecules that crystallize in stacks with a DDA(DDA)nDDA arrangement. Within these stacks there are pairwise contacts between MII(OEP) molecules and these pairs are compared to those found in C60·PtII(OEP)·2(C6H6) and related fullerene-containing crystals.",
author = "Olmstead, {Marilyn M.} and {De Bettencourt-Dias}, Ana and Lee, {Hon Man} and David Pham and Balch, {Alan L.}",
year = "2003",
month = "8",
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doi = "10.1039/b306714a",
language = "English",
pages = "3227--3232",
journal = "Dalton Transactions",
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publisher = "Royal Society of Chemistry",
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Interactions of metalloporphyrins as donors with the electron acceptors C60, tetracyanoquinomethane (TCNQ) and trinitrofluorenylidenemalonitrile. / Olmstead, Marilyn M.; De Bettencourt-Dias, Ana; Lee, Hon Man; Pham, David; Balch, Alan L.

In: Dalton Transactions, No. 16, 21.08.2003, p. 3227-3232.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Interactions of metalloporphyrins as donors with the electron acceptors C60, tetracyanoquinomethane (TCNQ) and trinitrofluorenylidenemalonitrile

AU - Olmstead, Marilyn M.

AU - De Bettencourt-Dias, Ana

AU - Lee, Hon Man

AU - Pham, David

AU - Balch, Alan L.

PY - 2003/8/21

Y1 - 2003/8/21

N2 - Crystals of C60·PtII(OEP)·2(C6H6), TCNQ·CuII(OEP), TCNQ·H2(OEP), TCNQ·2CuII(OEP), TCNQ·2ZnII(OEP) and TNFM·CoII(OEP) [OEP is the dianion of octaethylporphyrin, TCNQ is 7,7,8,8-tetracyanoquinodimethane, TNFM is (2,4,7-trinitrofluorenylidene)malonitrile] have been obtained by diffusion of a solution of the porphyrin as donor into a solution of the respective acceptor molecule. The structure of C60·PtII(OEP)·2(C6H6) consists of an ordered C60 cage nestled against the platinum porphyrin which makes close face-to-face contact with another PtII(OEP) molecule. In contrast, there are no close face-to-face contacts between porphyrins in the crystal structures of TCNQ·CuII(OEP), TCNQ·H2(OEP), and TNFM·CoII(OEP). These compounds consist of classical donor-acceptor stacks of interleaved porphyrin and TCNQ or TNFM molecules with separations of ca. 3.3 Å between adjacent molecules. However with TCNQ·2CuII(OEP) and TCNQ·2ZnII(OEP) the structures involve TCNQ (A) and MII(OEP) (D) molecules that crystallize in stacks with a DDA(DDA)nDDA arrangement. Within these stacks there are pairwise contacts between MII(OEP) molecules and these pairs are compared to those found in C60·PtII(OEP)·2(C6H6) and related fullerene-containing crystals.

AB - Crystals of C60·PtII(OEP)·2(C6H6), TCNQ·CuII(OEP), TCNQ·H2(OEP), TCNQ·2CuII(OEP), TCNQ·2ZnII(OEP) and TNFM·CoII(OEP) [OEP is the dianion of octaethylporphyrin, TCNQ is 7,7,8,8-tetracyanoquinodimethane, TNFM is (2,4,7-trinitrofluorenylidene)malonitrile] have been obtained by diffusion of a solution of the porphyrin as donor into a solution of the respective acceptor molecule. The structure of C60·PtII(OEP)·2(C6H6) consists of an ordered C60 cage nestled against the platinum porphyrin which makes close face-to-face contact with another PtII(OEP) molecule. In contrast, there are no close face-to-face contacts between porphyrins in the crystal structures of TCNQ·CuII(OEP), TCNQ·H2(OEP), and TNFM·CoII(OEP). These compounds consist of classical donor-acceptor stacks of interleaved porphyrin and TCNQ or TNFM molecules with separations of ca. 3.3 Å between adjacent molecules. However with TCNQ·2CuII(OEP) and TCNQ·2ZnII(OEP) the structures involve TCNQ (A) and MII(OEP) (D) molecules that crystallize in stacks with a DDA(DDA)nDDA arrangement. Within these stacks there are pairwise contacts between MII(OEP) molecules and these pairs are compared to those found in C60·PtII(OEP)·2(C6H6) and related fullerene-containing crystals.

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