Co-reporter:Yang Yu, Yawen Li, Xiaoqing Wang, Hao Nian, Le Wang, Jie Li, Yanxia Zhao, Xiran Yang, Simin Liu, and Liping Cao
The Journal of Organic Chemistry June 2, 2017 Volume 82(Issue 11) pp:5590-5590
Publication Date(Web):May 10, 2017
DOI:10.1021/acs.joc.7b00400
As the cucurbit[n]uril (CB[n]) homologue with the largest cavity size, cucurbit[10]uril (CB[10]) can encapsulate big guests to form interesting host–guest complexes/assemblies. Herein, we report the preparation and fluorescence properties of CB[10]-based [2]rotaxane (CB[10]·1) formed from cucurbit[10]uril and dumbbell-like guest 1. This [2]rotaxane (CB[10]·1) is assembled by C═O···N+ ion–dipole interactions between oxygen atoms of the carbonyl fringed portals of CB[10] and the positively charged pyridinium units of 1 via the slipping method under heating at 95 °C in DMSO. In contrast, other cucurbit[n]uril (CB[n], n = 6–8) homologues cannot form rotaxanes with 1 due to their smaller cavities. The dumbbell-like guest 1 is a poor emitter in DMSO. Interestingly, the formation of CB[10]·1 renders the restriction of intramolecular rotation of TPE, which features a strong fluorescent intensity, long lifetime, and high quantum yield. Furthermore, CB[10]·1 is shown to aggregate plate-like structures with various sizes in different solvents (DMSO, THF, or CHCl3), resulting in a stepwise aggregation-induced emission enhancement effect. This kind of CB[10]-based [2]rotaxane may be used to fabricate luminescent systems with unique emission properties.
Co-reporter:Pinpin Wang;Yunlong Wu;Yanxia Zhao;Yang Yu;Mingming Zhang
Chemical Communications 2017 vol. 53(Issue 40) pp:5503-5506
Publication Date(Web):2017/05/17
DOI:10.1039/C7CC02074K
A crystalline nanotubular framework was constructed by cucurbit[8]uril (CB[8]) molecules in the presence of a molecular chaperone. Compared with amorphous CB[8], the framework exhibits highly selective adsorption for CO2 over N2, CH4, and H2.
Co-reporter:Jie Li, Yang Yu, Linzhi Luo, Yawen Li, Pinpin Wang, Liping Cao, Biao Wu
Tetrahedron Letters 2016 Volume 57(Issue 21) pp:2306-2310
Publication Date(Web):25 May 2016
DOI:10.1016/j.tetlet.2016.04.048
•A square [5]molecular necklace was formed from CB[8] and carbazole derivative.•The pH-responsive behaviors of square [5]MN are comprehensively investigated.•CB[8] container as molecular linkers for self-assembly system is presented.The formation of square 5-member molecular necklace ([5]MN) is presented by utilizing the host–guest recognition-driven self-assembly between CB[8] and carbazole derivative 1·2Cl−, which bears two 4,4′-bipyridin-1-ium (BP) arms with a orthogonal geometry. The self-assembly and stimuli-responsive behaviors of square [5]MN are comprehensively investigated by NMR (1H, COSY, NOSEY, and DOSY), UV–vis, DLS, and SEM methods.
Co-reporter:Yang Yu, Jie Li, Mingming Zhang, Liping Cao and Lyle Isaacs
Chemical Communications 2015 vol. 51(Issue 18) pp:3762-3765
Publication Date(Web):27 Jan 2015
DOI:10.1039/C5CC00236B
Hydrophobic monofunctionalized cucurbit[7]uril derivatives (1 and 2) were synthesized by clicking CB[7]-azide with propargylated alkylamines. Compounds 1 and 2 form self-inclusion complexes that are transformed into vesicle-type assemblies by addition of guests (3–5) as confirmed by 1H and DOSY NMR, SEM, TEM, and fluorescence spectroscopy.
Co-reporter:Yang Yu, Jie Li, Mingming Zhang, Liping Cao and Lyle Isaacs
Chemical Communications 2015 - vol. 51(Issue 18) pp:NaN3765-3765
Publication Date(Web):2015/01/27
DOI:10.1039/C5CC00236B
Hydrophobic monofunctionalized cucurbit[7]uril derivatives (1 and 2) were synthesized by clicking CB[7]-azide with propargylated alkylamines. Compounds 1 and 2 form self-inclusion complexes that are transformed into vesicle-type assemblies by addition of guests (3–5) as confirmed by 1H and DOSY NMR, SEM, TEM, and fluorescence spectroscopy.
Co-reporter:Pinpin Wang, Yunlong Wu, Yanxia Zhao, Yang Yu, Mingming Zhang and Liping Cao
Chemical Communications 2017 - vol. 53(Issue 40) pp:NaN5506-5506
Publication Date(Web):2017/04/10
DOI:10.1039/C7CC02074K
A crystalline nanotubular framework was constructed by cucurbit[8]uril (CB[8]) molecules in the presence of a molecular chaperone. Compared with amorphous CB[8], the framework exhibits highly selective adsorption for CO2 over N2, CH4, and H2.