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Complexation between Pentiptycene Derived Bis(crown ether)s and CBPQT(4+) Salt: Ion-Controlled Switchable Processes and Changeable Role of the CBPQT(4+) in Host-Guest Systems
Cao, Jing1,2; Guo, Jia-Bin1,2; Li, Peng-Fei1,2; Chen, Chuan-Feng1
2011-03-18
Source PublicationJOURNAL OF ORGANIC CHEMISTRY
ISSN0022-3263
Volume76Issue:6Pages:1644-1652
AbstractThe pentiptycene derived bis(crown ether)s with two 24-crown-8 moieties in the cis position could include the CBPQT(4+) ring inside their cavities to form 1:1 complexes, and the naphthalene groups connected in the crown ether moieties showed less effective complexation ability toward the CBPQT(4+) ring than the host containing two terminal benzene rings. This result was probably due to the stereohindrance effect of the naphthalene groups, and it was obviously different from that of the pentiptycene derived mono(crown ether)s. For the pentiptycene derived bis(crown ether) with two 24-crown-8 moieties in the trans position, it formed a 1:2 stable complex with the CBPQT(4+) salt in solution and in the solid state, in which the pentiptycene moiety played an important role in stabilizing the complex. Moreover, binding and release of the CBPQT(4+) ring in the complexes based on the pentiptycene-derived crown ethers could be chemically controlled by adding and removing potassium ions, in which the complexation modes played the key role. Interestingly, it was further found that switching the role of the CBPQT(4+) ring in host and guest systems based on the pentiptycene derived bis(crown ether)s was easily achieved, which represents a new kind of supramolecular system.
DOI10.1021/jo102288r
Indexed BySCI ; IC
Language英语
WOS IDWOS:000288142800016
PublisherAMER CHEMICAL SOC
Citation statistics
Cited Times:23[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.iccas.ac.cn/handle/121111/72520
Collection中国科学院化学研究所
Corresponding AuthorChen, Chuan-Feng
Affiliation1.Chinese Acad Sci, Inst Chem, CAS Key Lab Mol Recognit & Funct, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China
2.Chinese Acad Sci, Grad Sch, Beijing 100049, Peoples R China
Recommended Citation
GB/T 7714
Cao, Jing,Guo, Jia-Bin,Li, Peng-Fei,et al. Complexation between Pentiptycene Derived Bis(crown ether)s and CBPQT(4+) Salt: Ion-Controlled Switchable Processes and Changeable Role of the CBPQT(4+) in Host-Guest Systems[J]. JOURNAL OF ORGANIC CHEMISTRY,2011,76(6):1644-1652.
APA Cao, Jing,Guo, Jia-Bin,Li, Peng-Fei,&Chen, Chuan-Feng.(2011).Complexation between Pentiptycene Derived Bis(crown ether)s and CBPQT(4+) Salt: Ion-Controlled Switchable Processes and Changeable Role of the CBPQT(4+) in Host-Guest Systems.JOURNAL OF ORGANIC CHEMISTRY,76(6),1644-1652.
MLA Cao, Jing,et al."Complexation between Pentiptycene Derived Bis(crown ether)s and CBPQT(4+) Salt: Ion-Controlled Switchable Processes and Changeable Role of the CBPQT(4+) in Host-Guest Systems".JOURNAL OF ORGANIC CHEMISTRY 76.6(2011):1644-1652.
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