Reversible control of assembly and disassembly of interlocked supermolecules

The Journal of Organic Chemistry
Kyoung-Jin ChangKyu-Sung Jeong

Abstract

Two kinds of interlocked supramolecular complexes that display stimulus-responsive assembly and disassembly have been described. One is a pseudorotaxane driven by hydrogen-bonding interactions between rings 2a and 2b and rods 1a and 1b. The rods contain a binding site for the ring as well as a stimulus-responsive diazo group, both of which are conformationally constrained in parallel by connecting them to a rigid xanthene skeleton. The trans isomer of 1a bearing a rigid binding site cannot form the pseudorotaxanes with the rings 2a and 2b because the neighboring diazophenyl group sterically shields the binding site. However, when trans-1a was converted to the corresponding cis-1a by UV light, the pseudorotaxanes are immediately formed with association constants of 70 +/- 10 M(-1) and (1.1 +/- 0.1) x 10(3) M(-1) for 2a and 2b, respectively, in CDCl3 at 24 +/- 1 degrees C. The pseudorotaxanes are completely disassembled into their molecular component when heated at 80-85 degrees C for 20 min. The assembly and disassembly processes can be reversibly cycled by repeating irradiation and heating alternatively. In the case of the rod 1b that possesses a flexible binding site, both cis and trans isomers can form the corresponding pseud...Continue Reading

References

Jul 20, 1999·Science·C P CollierJ R Heath
Aug 19, 2000·Science·C P CollierJ R Heath
Jan 5, 2002·Chemical Reviews·Naoto Tamai, Hiroshi Miyasaka
Dec 21, 2002·The Journal of Organic Chemistry·Arkadij M ElizarovJ Fraser Stoddart
Jul 10, 2003·Journal of the American Chemical Society·Alessio AltieriJenny K Y Wong
Jul 10, 2003·Chemical Reviews·Christophe Dugave, Luc Demange
Mar 3, 2004·Angewandte Chemie·Claire M Keaveney, David A Leigh
Dec 17, 1997·Journal of the American Chemical Society·Aude LivoreilBarbara Ventura

❮ Previous
Next ❯

Citations

Jul 20, 2005·Chemical Communications : Chem Comm·Feihe HuangHarry W Gibson
Sep 11, 2010·Chemical Communications : Chem Comm·Mingming ZhangFeihe Huang
Sep 9, 2015·Chemical Reviews·Sundus Erbas-CakmakAlina L Nussbaumer
Aug 20, 2016·Chemistry : a European Journal·Felix B SchwarzChristoph A Schalley
Sep 6, 2018·Dalton Transactions : an International Journal of Inorganic Chemistry·Somnath Bej, Pradyut Ghosh
Nov 30, 2006·Angewandte Chemie·Euan R KayFrancesco Zerbetto
Nov 29, 2005·Angewandte Chemie·Dana S MarlinAlexandra M Z Slawin
Jul 13, 2019·Dalton Transactions : an International Journal of Inorganic Chemistry·Thomas H Do, Seth N Brown
Nov 23, 2011·Biochemical Society Transactions·Jose M González, Vicente Andrés
Jan 9, 2013·Chemistry : a European Journal·Jürgen RotzlerMarcel Mayor
Oct 29, 2014·Chemical Communications : Chem Comm·Ye Rin ChoiKyu-Sung Jeong
Feb 3, 2005·Angewandte Chemie·Barry A BlightMichael C Jennings

❮ Previous
Next ❯

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.

© 2021 Meta ULC. All rights reserved