Circularly Polarized Luminescence from Chiral Supramolecular Polymer and Seeding Effect

Chemistry : a European Journal
Suhrit Ghosh, Anurag Mukherjee

Abstract

H-bonding driven J-type aggregation and cooperative supramolecular polymerization of a sulfur-substituted chiral naphthalene-diimide (NDI)-derivative ( S,S )-NDI-2 in decane leads to remarkable enhancement of fluorescence quantum yield (43.3% from 0.5% in the monomeric state) and intense CPL signal in the aggregated state with a high luminescence dissymmetry factor ( g lum ) of 4.6 x 10 -2 . A mixture of NDI-2 with a structurally similar NDI-derivative NDI-1 (mixture of racemic ( S,S )- and ( R,R )- isomers and the achiral derivative) in 1:9 (NDI-2/ NDI-1) ratio, when heated and slowly cooled to room temperature, showed no enhanced CD band indicating lack of any preferential helicity. However, when a monomeric solution of the NDI-1 in THF was injected to pre-formed seed of NDI-2 in decane, prominent CD signal appeared indicating chiral amplification resulting in induced CPL with high g lum value of 2.0 x 10 -2 from mostly (> 98.5%) diastereomeric mixture.

References

Nov 29, 2001·Journal of the American Chemical Society·K E PhillipsN J Turro
Jan 22, 2004·Journal of the American Chemical Society·Yan-Ming GuoTakuzo Aida
Dec 7, 2005·Angewandte Chemie·Ayyappanpillai AjayaghoshChakkooth Vijayakumar
Feb 21, 2006·Physical Review. E, Statistical, Nonlinear, and Soft Matter Physics·Nazar Sushko, Paul van der Schoot
Oct 16, 2007·Angewandte Chemie·Anja R A Palmans, E W Meijer
Jan 17, 2008·Chemical Society Reviews·Ayyappanpillai AjayaghoshChakkooth Vijayakumar
Jan 27, 2009·Chemical Society Reviews·Zhijian ChenFrank Würthner
Sep 23, 2009·Chemical Reviews·Tom F A De GreefE W Meijer
Mar 29, 2011·Angewandte Chemie·Frank WürthnerChantu R Saha-Möller
Aug 17, 2012·Chemical Society Reviews·Rachel CarrDavid Parker
Mar 13, 2013·Accounts of Chemical Research·John D Tovar
Jan 10, 2014·Chemical Reviews·Sukumaran Santhosh BabuAyyappanpillai Ajayaghosh
Feb 22, 2014·Nature Chemistry·Soichiro OgiMasayuki Takeuchi
Apr 30, 2014·Physical Chemistry Chemical Physics : PCCP·Shu SekiDaisuke Sakamaki
Mar 5, 2015·Chemical Society Reviews·Christina RestGustavo Fernández
Jun 23, 2015·Angewandte Chemie·Daan van der ZwaagE W Meijer
Jul 18, 2015·Science·Rahul Dev Mukhopadhyay, Ayyappanpillai Ajayaghosh
Jul 21, 2015·Chemical Reviews·Minghua LiuTianyu Wang
Aug 14, 2015·Chemical Reviews·Frank WürthnerDavid Schmidt
Dec 18, 2015·Nature Chemistry·Alessandro AliprandiLuisa De Cola
Mar 12, 2016·Journal of the American Chemical Society·Sophie FeuillastreGrégory Pieters
Jun 28, 2016·Chemical Communications : Chem Comm·Haridas Kar, Suhrit Ghosh
Oct 11, 2016·Chemical Reviews·Oksana Ostroverkhova
Apr 27, 2017·Chemical Society Reviews·David B AmabilinoJonathan W Steed
Jun 21, 2017·Chemical Communications : Chem Comm·Yuxiang WangYixiang Cheng
Oct 11, 2017·The Journal of Physical Chemistry. C, Nanomaterials and Interfaces·Josué JiménezSantiago de la Moya
Nov 28, 2017·Chemistry : a European Journal·Goutam GhoshSuhrit Ghosh
Jan 11, 2018·Chemical Communications : Chem Comm·Deep Sankar PalSuhrit Ghosh
Apr 1, 2018·Nature Communications·Ananya MishraSubi J George

❮ Previous
Next ❯

Citations

Apr 30, 2021·Journal of the American Chemical Society·Jonas MaternGustavo Fernández

❮ Previous
Next ❯

Related Concepts

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.