Supramolecular Complexation of N-Alkyl- and N,N′-Dialkylpiperazines with Cucurbit[6]uril in Aqueous Solution and in the Solid State

被引：12

作者：

Rekharsky, Mikhail V. ^{[3
,4
]}

Yamamura, Hatsuo ^{[5
]}

Mori, Tadashi ^{[4
]}

Sato, Akihiro ^{[6
]}

Shiro, Motoo ^{[7
]}

Lindeman, Sergey V. ^{[8
]}

Rathore, Rajendra ^{[8
]}

Shiba, Kouhei ^{[9
]}

Ko, Young Ho ^{[1
,2
]}

Selvapalam, Narayanan ^{[1
,2
]}

Kim, Kimoon ^{[1
,2
]}

Inoue, Yoshihisa ^{[3
,4
]}

机构：

[1] Pohang Univ Sci & Technol, Natl Creat Res Initiat Ctr Smart Supramol, Pohang 790784, South Korea

[2] Pohang Univ Sci & Technol, Div Mol & Life Sci, Dept Chem, Pohang 790784, South Korea

[3] JST, ICORP, Entropy Control Project, Suita, Osaka, Japan

[4] Osaka Univ, Dept Appl Chem, Suita, Osaka, Japan

[5] Nagoya Inst Technol, Grad Sch Technol, Showa Ku, Nagoya, Aichi 4668555, Japan

[6] JASCO Int Co, Hachioji, Tokyo 1920046, Japan

[7] Rigaku Corp, Akishima, Tokyo 1968666, Japan

[8] Marquette Univ, Dept Chem, Milwaukee, WI 53201 USA

[9] Sysmex Co, Sci Instrumentat Div, Nishi Ku, Kobe, Hyogo 6512271, Japan

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2009年 / 15卷 / 08期

关键词：

crystal design; cucurbiturils; host-guest systems; supramolecular chemistry; thermodynamics; CUCURBITURIL HOMOLOGS; ORGANIC-MOLECULES; HOST; BINDING; CYCLODEXTRIN; DERIVATIVES; INCLUSION; ION; ENCAPSULATION; STABILITY;

D O I：

10.1002/chem.200800398

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Complex stoichiometry/composition and degree of oligomerization (oligomeric supramolecular complex formation) of cucurbit[6]uril (CB[6]) with N-alkyl- and N,N'-dialkylpiperazine were investigated in aqueous solutions by means of isothermal titration calorimetry (ITC), ESI-MS, NMR and light scattering measurements. It was found that the complex stability and the degree of oligomerization increase with elongating the alkyl chain attached to the piperazine core. X-ray crystallographic studies revealed a clear correlation between the structure of CB[6]-alkylpiperazine crystals obtained from aqueous solutions and the molecular weight/properties of host-guest oligomers existed in the solution as supramolecular "seeds" of crystal formation.

引用

页码：1957 / 1965

页数：9

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