Synthesis, supramolecular complexation and DFTstudies of a bis(pyrene)-appended 'capped' triazole-linked calix[4]arene as Zn2+ and Cd2+ fluorescent chemosensors

被引:8
作者
Georghiou, Paris E. [1 ]
Rahman, Shofiur [1 ,2 ]
Alrawashdeh, Ahmad [1 ]
Aloyhab, Abdullah [2 ,3 ]
Valluru, Gopikishore [1 ]
Unikela, Kiran Sagar [1 ]
Bodwell, Graham J. [1 ]
机构
[1] Mem Univ Newfoundland, Chem Dept, St John, NF A1B 3X7, Canada
[2] King Saud Univ, King Abdullah Inst Nanotechnol, Aramco Lab Appl Sensing Res, Riyadh, Saudi Arabia
[3] King Saud Univ, Dept Phys & Astron, Coll Sci, Res Chair Tribol Surface & Interface Sci, Riyadh, Saudi Arabia
基金
加拿大自然科学与工程研究理事会;
关键词
Calixarenes; pyrene; fluorescence spectroscopy; supramolecular complexation; DFT;
D O I
10.1080/10610278.2020.1739686
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new bimodal triazole-bridged pyrene-appended calix[4]arene 2g has been synthesised and characterised and complexation studies showed that the binding of Cd2+ and Zn2+ occurs as demonstrated by enhanced monomer and declining excimer emission fluorescence spectral changes. With several other metal ions, quenching of both monomer and excimer emissions occurred. The observed monomer formation in the fluorescence spectra seen with Zn2+ and Cd2+ is possibly linked not just to the diminished parallel orientations of the pyrene rings but with the magnitude of the resulting HOMO-LUMO gaps and other parameters measured by DFT calculations.
引用
收藏
页码:325 / 333
页数:9
相关论文
共 22 条
  • [1] Synthesis, Complexation and DFT Computational Studies of Bis(naphthyl) methane-"Capped" Triazole-Linked Calix[4] arenes as Fe3+ Fluorescent Chemosensors
    Aljabri, Mahmood D.
    Rahman, Shofiur
    Georghiou, Paris E.
    [J]. CHEMISTRYSELECT, 2017, 2 (03): : 1214 - 1218
  • [2] [Anonymous], 1852, Phil Trans Roy Soc Lond, V142, P463, DOI [DOI 10.1098/RSTL.1852.0022, 10.1098/rstl.1852.0022]
  • [4] Triazole-modified calix[4]crown as a novel fluorescent on-off switchable chemosensor
    Chang, Kai-Chi
    Su, In-Hao
    Senthilvelan, Annamalai
    Chung, Wen-Sheng
    [J]. ORGANIC LETTERS, 2007, 9 (17) : 3363 - 3366
  • [5] Addition of polarization and diffuse functions to the LANL2DZ basis set for p-block elements
    Check, CE
    Faust, TO
    Bailey, JM
    Wright, BJ
    Gilbert, TM
    Sunderlin, LS
    [J]. JOURNAL OF PHYSICAL CHEMISTRY A, 2001, 105 (34) : 8111 - 8116
  • [6] Bimodal Calix[2]triazole[2]arene Fluorescent Ionophore
    Cho, Jihee
    Pradhan, Tuhin
    Kim, Jong Seung
    Kim, Sanghee
    [J]. ORGANIC LETTERS, 2013, 15 (16) : 4058 - 4061
  • [7] A PCT-based, pyrene-armed calix[4]crown fluoroionophore
    Choi, Jung Kyu
    Kim, Su Ho
    Yoon, Juyoung
    Lee, Keun-Hyeung
    Bartsch, Richard A.
    Kim, Jong Seung
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (21) : 8011 - 8015
  • [8] Frisch M. J., 2010, GAUSSIAN 09
  • [9] HAY PJ, 1985, J CHEM PHYS, V82, P299, DOI [10.1063/1.448975, 10.1063/1.448799, 10.1063/1.448800]
  • [10] Herschel Sir JFW., 1845, Phil Trans Roy Soc London, V135, P143