对称二环己基六元瓜环与对苯二胺的相互作用（英文）
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摘要
利用X射线单晶衍射、核磁光谱、等温量热滴定研究α,δ-二环己基六元瓜环与对苯二胺盐酸盐在固态及溶液中的结合作用。实验结果表明,α,δ-二环己基六元瓜环与对苯二胺盐酸盐在固相和溶液中都以1∶1形成包合物。等温量热滴定结果表明,这两种组分结合能力很强,结合常数为1.03×10~5L·mol~(-1)。
Binding interactions between α,δ-dicyclohexanocucurbit[6]uril( α,δ-( CyH)_2 Q[6]) and the HCl salt of p-phenylenediaminium in both the solid state and in aqueous solution were investigated with X-ray crystallography,~1H NMR spectroscopy and isothermal titration calorimetry( ITC). The experimental results revealed a 1 ∶1 inclusion complex between α,δ-(CyH)_2 Q[6] and p-phenylenediaminium in both solid and solution. ITC results indicated strong binding between the two components with a binding constant of 1.03×10~5 L·mol~(-1).
Binding interactions between α,δ-dicyclohexanocucurbit[6]uril( α,δ-( CyH)_2 Q[6]) and the HCl salt of p-phenylenediaminium in both the solid state and in aqueous solution were investigated with X-ray crystallography,~1H NMR spectroscopy and isothermal titration calorimetry( ITC). The experimental results revealed a 1 ∶1 inclusion complex between α,δ-(CyH)_2 Q[6] and p-phenylenediaminium in both solid and solution. ITC results indicated strong binding between the two components with a binding constant of 1.03×10~5 L·mol~(-1).
引文
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[15]ZHENG L M,ZHU J N,ZHANG Y Q,et al.Opposing substitution in cucurbit[6]urils forms ellipsoid cavities:the symmetrical dicyclohexano cucurbit[6]uril is no exception highlighted by inclusion and exclusion complexes[J].Supramol Chem,2008,20(8):709-717.
[2]FREEMAN W A,MOCK W L,SHIH N Y.Cucurbituril[J].J Am Chem Soc,1981,103(24):7367-7368.
[3]LAGONA J,MUKHOPADHYAY P,CHAKRABARTI S,et al.The cucurbit[n]uril family[J].Angew Chem Int Ed,2005,44(31):4844-4870.
[4]DSOUZA R N,PISCHEL U,NAU W M.Fluorescent dyes and their supramolecular host/guest complexes with macrocycles in aqueous solution[J].Chem Rev,2011,111(12):7941-7980.
[5]CONG H,TAO Z,XUE S F,et al.Host-induced chemical control:supramolecular catalysis based on the host-guest interaction of cucurbit[n]urils[J].Curr Org Chem,2011,15(1):86-95.
[6]LEE D W,PARK K M,BANERJEE M,et al.Supramolecular fishing for plasma membrane proteins using an ultrastable synthetic host-guest binding pair[J].Nat Chem,2011,3(2):154-159.
[7]ZHANG J,COULSTON R J,JONES S T,et al.One-step fabrication of supramolecular microcapsules from microfluidic droplets[J].Science,2012,335:690-694.
[8]ZHANG S M,XUE S F,TAO Z.Crystal structure of ternary complex of symmetric tetramethyl cucurbituril,sodium cation and p-nitrophenol[J].Journal Guizhou University(Natural Sciences),2013,30(1):23-26.
[9]HU J X,XUE S F,TAO Z.Crystal Structure of Hexacyclohexanocucurbit[6]uri1 with K(I)and Cs(I)[J].Journal Guizhou University(Natural Sciences),2013,30(1):15-18.
[10]NI X L,XIAO X,CONG H,et al.Cucurbit[n]uril-based coordination chemistry:from simple coordination complexes to novel poly-dimensional coordination polymers[J].Chem Soc Rev,2013,42(24):9480-9508.
[11]ZHANG G L,XU Z Q,XUE S F,et al.A new family of cage compounds!cucurbit[n]urils:(II)influence of acidity,alkaline and alkaline earth metal ions on solubility of cucurbit[n=5~8]urils[J].Chin J Inorg Chem,2003,19(6):655-659.
[12]ZHAO Y J,XUE S F,ZHU Q J,et al.Synthesis of a symmetrical tetrasubstituted cucurbit[6]uril and its host-guest inclusion complex with 2,2'-bipyridine[J].Chin Sci Bullet,2004,49(11):1111-1116.
[13]ZHAO J,KIM H J,OH J,et al.Cucurbit[n]uril derivatives soluble in water and organic solvents[J].Angew Chem Int Ed,2001,40(22):4233-4235.
[14]ISOBE H,SATO S,NAKAMURA E.Synthesis of disubstituted cucurbit[6]uril and its rotaxane derivative[J].Org Lett,2002,4(8):1287-1289.
[15]ZHENG L M,ZHU J N,ZHANG Y Q,et al.Opposing substitution in cucurbit[6]urils forms ellipsoid cavities:the symmetrical dicyclohexano cucurbit[6]uril is no exception highlighted by inclusion and exclusion complexes[J].Supramol Chem,2008,20(8):709-717.