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Interfacial Molecular Assemblies of Metalloporphyrins with Two Trans or One Axial Ligands
Author(s) -
Yao Pingping,
Qiu Yunfeng,
Chen Penglei,
Ma Yanping,
He Shenggui,
Zheng JianYu,
Liu Minghua
Publication year - 2010
Publication title -
chemphyschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.016
H-Index - 140
eISSN - 1439-7641
pISSN - 1439-4235
DOI - 10.1002/cphc.200900831
Subject(s) - supramolecular chemistry , porphyrin , chirality (physics) , supramolecular chirality , chemistry , ligand (biochemistry) , chromophore , free base , crystallography , phthalocyanine , stereochemistry , self assembly , langmuir–blodgett film , molecule , photochemistry , crystal structure , organic chemistry , biochemistry , chiral symmetry breaking , physics , receptor , salt (chemistry) , quantum mechanics , nambu–jona lasinio model , quark
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)‐21 H ,23 H ‐porphine iron(III) chloride (FeClTPPOMe) and 5,10,15,20‐tetraphenyl‐21 H ,23 H ‐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.