Acidification and Assembly of Porphyrin at an Interface: Counterion Matching, Selectivity, and Supramolecular Chirality

doi:10.1021/am900399w

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	Acidification and Assembly of Porphyrin at an Interface: Counterion Matching, Selectivity, and Supramolecular Chirality
	Zhang, Yiqun; Chen, Penglei; Ma, Yanping; He, Shenggui; Liu, Minghua
刊名	ACS APPLIED MATERIALS & INTERFACES
	2009-09-01
卷号	1 期号:9 页码:2036-2043
关键词	Porphyrinoids Diprotonation Counterion Interfacial Assembly Supramolecular Chirality Symmetry Breaking
ISSN号	1944-8244
DOI	10.1021/am900399w
英文摘要	The interfacial diprotonation and assemblies of a Free-base achiral porphyrin. 5,10,15,20-tetrakis(3,5-dimethoxyphenyl)-21H,23H-porphine, on various acidic subphases were investigated. It has been shown that the compound could be diprotonated in situ on an acidic subphase and can form assemblies. The interfacially organized supramolecular assemblies were transferred onto a solid substrate, and the assemblies showed supramolecular chirality. Interestingly, the supramolecular chirality OF the assemblies OF the diprotonated species showed a counterion-dependent behavior. For the assemblies Fabricated, from the aqueous HCl subphases, a strong Cotton effect (CE) could be observed, although the porphyrin itself is achiral. When an aqueous HBr solution was used as the subphase, the assemblies showed a weak CE, whereas no CE could be detected for the assemblies formulated from the HNO(3) or HI subphase. Interestingly, when a mixture of HBr and NaCl, or HNO(3) and NaCl, was employed as the subphase, the formed assemblies displayed chiral features similar to those Fabricated on the HCl subphase, suggesting that the Cl(-) could be preferentially visualized in terms of supramolecular chirality, although the system itself is composed of achiral species. On the basis of the experimental facts and a theoretical calculation, an explanation with regard to the different sizes OF the counterions and the distinct binding affinities of the counteranions to the diprotonated porphyrin species has been proposed. Our findings provide new insights into the assembly of the diprotonated porphyrins as well as the interfacially occurring symmetry breaking.
语种	英语
出版者	AMER CHEMICAL SOC
WOS记录号	WOS:000270363600030
内容类型	期刊论文
源URL	[http://ir.iccas.ac.cn/handle/121111/67169]
专题	中国科学院化学研究所
通讯作者	Chen, Penglei
作者单位	Chinese Acad Sci, Inst Chem, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China
推荐引用方式 GB/T 7714	Zhang, Yiqun,Chen, Penglei,Ma, Yanping,et al. Acidification and Assembly of Porphyrin at an Interface: Counterion Matching, Selectivity, and Supramolecular Chirality[J]. ACS APPLIED MATERIALS & INTERFACES,2009,1(9):2036-2043.
APA	Zhang, Yiqun,Chen, Penglei,Ma, Yanping,He, Shenggui,&Liu, Minghua.(2009).Acidification and Assembly of Porphyrin at an Interface: Counterion Matching, Selectivity, and Supramolecular Chirality.ACS APPLIED MATERIALS & INTERFACES,1(9),2036-2043.
MLA	Zhang, Yiqun,et al."Acidification and Assembly of Porphyrin at an Interface: Counterion Matching, Selectivity, and Supramolecular Chirality".ACS APPLIED MATERIALS & INTERFACES 1.9(2009):2036-2043.