Literature DB >> 28795816

Probing Interactions between Hydrocarbons and Auxiliary Guests inside Cucurbit[8]uril.

Ramin Rabbani1, Eric Masson1.   

Abstract

The affinities of 20 hydrocarbons for the cavity formed by the inner wall of cucurbit[8]uril and a tolyl unit linked to an auxiliary guest were measured in aqueous solution. Cucurbit[8]uril and the auxiliary guest, a substituted ruthenium tris(2,2'-bipyridyl) complex bearing a trifluoromethyl 19F NMR probe, displayed perfect selectivity toward cyclic hydrocarbons, and cis- and trans-decalin, in particular. Unlike π-π interactions, CH-π interactions, as well as differences in hydrocarbon solvation, contribute significantly to the recognition process.

Entities:  

Year:  2017        PMID： 28795816     DOI： 10.1021/acs.orglett.7b01966

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  5 in total

Review 1.  Molecular Probes, Chemosensors, and Nanosensors for Optical Detection of Biorelevant Molecules and Ions in Aqueous Media and Biofluids.

Authors:  Joana Krämer; Rui Kang; Laura M Grimm; Luisa De Cola; Pierre Picchetti; Frank Biedermann
Journal:  Chem Rev       Date:  2022-01-07       Impact factor: 60.622

2.  HYDROPHOBE Challenge: A Joint Experimental and Computational Study on the Host-Guest Binding of Hydrocarbons to Cucurbiturils, Allowing Explicit Evaluation of Guest Hydration Free-Energy Contributions.

Authors:  Khaleel I Assaf; Mara Florea; Jens Antony; Niel M Henriksen; Jian Yin; Andreas Hansen; Zheng-Wang Qu; Rebecca Sure; Dieter Klapstein; Michael K Gilson; Stefan Grimme; Werner M Nau
Journal:  J Phys Chem B       Date:  2017-12-01       Impact factor: 2.991

3.  Light driven molecular lock comprises a Ru(bpy)2(hpip) complex and cucurbit[8]uril.

Authors:  Xiaona Yang; Jie Li; Song Jiang; Puhui Xie; Guoxing Liu; Xin Zheng; Zhanqi Cao; Xianfu Zheng; Dapeng Zou; Yangjie Wu; Wankai An
Journal:  RSC Adv       Date:  2021-02-23       Impact factor: 3.361

4.  Cucurbiturils mimicked by low polarizability solvents with pre-formed cavities: an empirical model to predict hydrocarbon selectivity.

Authors:  Md Nazimuddin; Héctor Barbero; Ramin Rabbani; Eric Masson
Journal:  Chem Sci       Date:  2022-03-21       Impact factor: 9.825

5.  Preferential binding of unsaturated hydrocarbons in aryl-bisimidazolium·cucurbit[8]uril complexes furbishes evidence for small-molecule π-π interactions.

Authors:  Steven J Barrow; Khaleel I Assaf; Aniello Palma; Werner M Nau; Oren A Scherman
Journal:  Chem Sci       Date:  2019-10-17       Impact factor: 9.825
  5 in total

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