Abstract:The interaction of cucurbit[n=7, 8]urils(Q[7], Q[8]) with two naphthylamine isomers and the influence of pH on the interaction were studied by using UV-Vis spectroscopy and 1H NMR technique. The experimental results revealed that Q[7] always forms a 1∶1 complex with the naphthylamine isomers respectively in the pH range (-0.3<pH<8) and the interaction of Q[7] with the title guests was not observed in the 8<pH<14 range. However, there are five interaction stages for Q[8]-naphthylamine isomer systems, no obvious interaction between the host Q[8] and the title naphthylamine guest(s) at the “highest” and the “lowest” pH (pH>14 and pH<-0.3 respectively); the Q[8] could include the guest with a 1∶1 ratio between the “highest” and a “higher” pH or the “lowest” and a “lower” pH (-0.3<pH<4 and 9.5<pH<14); between the higher and the lower pH (4<pH<9.5), the Q[8] includes the guest and forms a inclusion complex with 1∶2 ratio of host to guest.
Key words:UV-Vis absorption spectrum;1H NMR technique;Interaction of host-guest;Influence of pH
曾启华,陶朱*,薛赛凤,祝黔江,牟兰. 光谱法研究体系pH对七、八元瓜环与萘胺异构体相互作用的影响[J]. 光谱学与光谱分析, 2007, 27(09): 1826-1829.
ZENG Qi-hua,TAO Zhu*,XUE Sai-feng,ZHU Qian-jiang,MU Lan. Study on Influence of pH on Interaction of Cucurbit[n=7,8]uril with Two Naphthylamine Isomers . SPECTROSCOPY AND SPECTRAL ANALYSIS, 2007, 27(09): 1826-1829.
[1] Freeman W A, Mock W L, Shih N Y. J. Am. Chem. Soc., 1981, 103(24): 7367. [2] Kim J, Jung I S, Kim S Y, et al. J. Am. Chem. Soc., 2000, 122(3): 540. [3] Day A I, Arnold A P. WO 0068232, 2000, 8. [4] Day A I, Blanck R J, Amold A P, et al. Angew. Chem. Int. Ed., 2002, 41(2): 275. [5] Jon S Y, Selvapalam N, Oh D H, et al. J. Am. Chem. Soc., 2003, 125(34): 10186. [6] Lagona J, Fettinger J C, Isaacs L. Org. Letter, 2003, 5(20): 3745. [7] Sindelar V, Moon K, Kaifer A E. Org. Letter, 2004, 6(16)∶2665. [8] Wheate N, Day A I, Blanch R J, et al. Chem. Commun., 2004, (12): 1424. [9] DU Ying, XUE Sai-feng, MU Lan, et al(杜 莹,薛赛凤,牟 兰,等). Spectroscopy and Spectral Analysis(光谱学与光谱分析),2005,25(8),1281. [10] MU Lan, CHEN Xiao-kang, XUE Sai-feng, et al(牟 兰,陈小康,薛赛凤,等). Spectroscopy and Spectral Analysis(光谱学与光谱分析),2004,24(11),231. [11] WANG Qiu-li, XUE Sai-feng, MU Lan, et al(王秋丽,薛赛凤,牟 兰,等). Spectroscopy and Spectral Analysis(光谱学与光谱分析),2006,26(3),499. [12] Mitkina T V, Gerasko O A, Sokolov M N, et al. Russian Chemical Bulletin, 2004, 53(1): 80. [13] Rita H M, Maxim S, Pedro E, et al. Dalton Transactions, 2004, (6): 847. [14] Ko Y H, Kim K, Kang K K, et al. J. Am. Chem. Soc., 2004, 126(7): 1932. [15] Kwangyul M, Jodi G, David S, et al. Angew. Chem. Int. Ed, 2004, 43: 5496. [16] Park K M, Lee E, Roh S G, et al. Bulletin of the Korean Chemical Society, 2004, 25(11): 1711. [17] Lee J W, Kim Kyungpim, Kim Kimoon. Chem. Commun., 2001, (11):1042. [18] Xu L, Liu S M, Wu C T, et al. Electrophoresis, 2004, 25(18-19): 3300. [19] Rankin M A, Wagner B D. Supramolecular Chemistry, 2004, 16(7): 513.