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Issue 16, 2003
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Interactions of metalloporphyrins as donors with the electron acceptors C60, tetracyanoquinomethane (TCNQ) and trinitrofluorenylidenemalonitrile

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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.

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

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Publication details

The article was received on 12 Jun 2003, accepted on 23 Jun 2003 and first published on 10 Jul 2003


Article type: Paper
DOI: 10.1039/B306714A
Citation: Dalton Trans., 2003,0, 3227-3232
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    Interactions of metalloporphyrins as donors with the electron acceptors C60, tetracyanoquinomethane (TCNQ) and trinitrofluorenylidenemalonitrile

    M. M. Olmstead, A. D. Bettencourt-Dias, H. M. Lee, D. Pham and A. L. Balch, Dalton Trans., 2003, 0, 3227
    DOI: 10.1039/B306714A

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