ICCAS OpenIR
The photodimerization of a cinnamoyl moiety derivative in dilute solution based on the intramolecular chain interaction of gemini surfactant
Fan, Haiming; Zhu, Xiaoming; Gao, Lining; Li, Zichen; Huang, Jianbin
2008-08-21
Source PublicationJOURNAL OF PHYSICAL CHEMISTRY B
ISSN1520-6106
Volume112Issue:33Pages:10165-10170
AbstractA Gemini surfactant, sodium N,N'-di(4-n-butyloxy cinnamoly)-L-cystine, containing a cinnamoyl moiety in the alkyl chains and disulfide bond in the spacer was designed and synthesized. The incorporation of a cinnamoyl moiety into the alkyl chains of Gemini surfactant makes it easy to probe the conformational information of the amphiphile molecule. The UV/vis absorption spectra and steady-state fluorescence were investigated at a concentration far below the critical micelle concentration (cmc). Both blue-shift of absorption and red-shift of fluorescence emission spectra indicate the existence of intramolecular interaction between the two alkyl chains in Gemini surfactant in the singly dispersed state. Results based on the breakdown of the disulfide bond by dithiotheritol (DTT) further confirmed the conclusion. Moreover, the characteristic of intramolecular chain interaction in Gemini surfactant improves the topochemical geometrical requirements of cinnamoyl moiety and increases the local concentration of reactant in dilute solution. Utilizing the incorporation of cinnamoyl moiety into the alkyl chains of Gemini surfactant, the cinnamoyl moiety upon irradiation undergoes dimerization in dilute aqueous solution with high yield of 78%.
DOI10.1021/jp8017666
Indexed BySCI
Language英语
WOS IDWOS:000258460400014
PublisherAMER CHEMICAL SOC
Citation statistics
Cited Times:14[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.iccas.ac.cn/handle/121111/63362
Collection中国科学院化学研究所
Corresponding AuthorHuang, Jianbin
AffiliationPeking Univ, Coll Chem & Mol Engn, State Key Lab Struct Chem Unstable & Stable Speci, Beijing Natl Lab Mol Sci, Beijing 100871, Peoples R China
Recommended Citation
GB/T 7714
Fan, Haiming,Zhu, Xiaoming,Gao, Lining,et al. The photodimerization of a cinnamoyl moiety derivative in dilute solution based on the intramolecular chain interaction of gemini surfactant[J]. JOURNAL OF PHYSICAL CHEMISTRY B,2008,112(33):10165-10170.
APA Fan, Haiming,Zhu, Xiaoming,Gao, Lining,Li, Zichen,&Huang, Jianbin.(2008).The photodimerization of a cinnamoyl moiety derivative in dilute solution based on the intramolecular chain interaction of gemini surfactant.JOURNAL OF PHYSICAL CHEMISTRY B,112(33),10165-10170.
MLA Fan, Haiming,et al."The photodimerization of a cinnamoyl moiety derivative in dilute solution based on the intramolecular chain interaction of gemini surfactant".JOURNAL OF PHYSICAL CHEMISTRY B 112.33(2008):10165-10170.
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