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Interfacial Molecular Assemblies of Metalloporphyrins With Two Trans or One Axial Ligands

Pingping Yao, Yunfeng Qiu, Penglei Chen, Yanping Ma, Shenggui He, Jian-Yu Zheng, Minghua Liu

Chemphyschem. 2010 Feb 22;11(3):722-9.

PMID: 20082403

Abstract:

Molecular assemblies of metalloporphyrins trans-dichloro(5,10,15,20-tetra-p-tolylporphyrinato)tin(IV) (SnCl2TPPMe) and trans-dihydroxo(5,10,15,20-tetra-p-tolylporphyrinato)tin(IV) (Sn(OH)2TPPMe), which have two trans axial ligands, as well 5,10,15,20-tetrakis(4-methoxyphenyl)-21H,23H-porphine iron(III) chloride (FeClTPPOMe) and 5,10,15,20-tetraphenyl-21H,23H-porphine manganese(III) chloride (MnClTPP), which have one axial ligand, are interfacially organized by Langmuir and Langmuir-Blodgett (LB) techniques. SnCl2TPPMe and Sn(OH)2TPPMe form nanofibrous structures which can display distinct supramolecular chirality, although the molecular units themselves are achiral, while FeClTPPOMe and MnClTPP form irregular nanoparticles that display negligible supramolecular chirality. An interpretation in terms of the effects of the axial ligands is proposed for this interesting phenomenon. Moreover, compared with assemblies of the diprotonated free-base porphyrins, which are fabricated by interfacial (air/2.4 M HCl) organization of free-base porphyrin, those of SnCl2TPPMe and Sn(OH)2TPPMe display higher stability in terms of supramolecular chirality. These results indicate that the assembly properties of metalloporphyrins can essentially be affected by the axial ligands that are attached to their chromophores, and that stable chiral porphyrin supramolecular associations can be easily produced by using achiral metalloporphyrins bearing two trans axial ligands.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP16456818 5,10,15,20-Tetraphenyl-21H,23H-porphine iron(III) chloride 5,10,15,20-Tetraphenyl-21H,23H-porphine iron(III) chloride 16456-81-8 Price
AP36995207 5,10,15,20-Tetrakis(4-methoxyphenyl)-21H,23H-porphine iron(III) chloride 5,10,15,20-Tetrakis(4-methoxyphenyl)-21H,23H-porphine iron(III) chloride 36995-20-7 Price
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