meso-(4-(N,N-dialkylamino)phenyl)-substituted subporphyrins: remarkably perturbed absorption spectra and enhanced fluorescence by intramolecular charge transfer interactions

Journal of the American Chemical Society
Yasuhide InokumaAtsuhiro Osuka

Abstract

A series of meso-(4-(N,N-dibenzylamino)phenyl)-substituted subporphyrins was synthesized by means of Buchwald-Hartwig amination protocol. Substitution of the amino group at the 4-position of the meso-phenyl substituent resulted in a remarkable red shift in the absorption spectra and drastic enhancement of fluorescence intensity probably as a consequence of intramolecular CT interaction. These characteristics have been utilized to construct a cation-sensing system by appending a 1-aza-15-crown-5 unit to subporphyrin that displays large spectral changes upon cation binding.

Citations

Jun 23, 2009·Journal of Fluorescence·Xian-Fu ZhangLu Liu
Feb 27, 2014·Chemical Reviews·Christian G ClaessensTomás Torres
Aug 19, 2011·Inorganic Chemistry·Penelope J Brothers
Jul 20, 2011·Journal of the American Chemical Society·Eiji TsurumakiAtsuhiro Osuka
Apr 14, 2011·Organic Letters·K S AnjuA Srinivasan
May 23, 2012·Organic Letters·Takayuki TanakaAtsuhiro Osuka
Feb 27, 2016·Chemistry : a European Journal·Ryota KotaniAtsuhiro Osuka
Jan 24, 2017·Angewandte Chemie·Kota YoshidaAtsuhiro Osuka
Dec 10, 2015·Chemical Communications : Chem Comm·Graeme CopleyAtsuhiro Osuka
Apr 17, 2018·Chemistry : a European Journal·Koki KiseAtsuhiro Osuka
Nov 3, 2015·Dalton Transactions : an International Journal of Inorganic Chemistry·Brijesh ChandraPradeepta K Panda
Jun 9, 2018·Chemistry : a European Journal·Yosuke BekkiAtsuhiro Osuka
Jul 1, 2014·Chemistry : a European Journal·Kota YoshidaAtsuhiro Osuka
Sep 17, 2013·Chemistry, an Asian Journal·Eiji Tsurumaki, Atsuhiro Osuka
Nov 28, 2013·Chemistry : a European Journal·Masaaki KitanoAtsuhiro Osuka
May 16, 2019·Chemistry, an Asian Journal·Yosuke BekkiAtsuhiro Osuka
Nov 7, 2019·Chemistry : a European Journal·Koki Kise, Atsuhiro Osuka
Dec 10, 2009·Angewandte Chemie·Shin-ya HayashiAtsuhiro Osuka
Mar 28, 2020·Chemistry, an Asian Journal·Yosuke Bekki, Atsuhiro Osuka
Jun 9, 2009·Chemistry : a European Journal·Yasuhide Inokuma, Atsuhiro Osuka
Mar 4, 2011·Angewandte Chemie·Shin-ya HayashiAtsuhiro Osuka
Jun 21, 2012·Chemistry : a European Journal·Masaaki KitanoAtsuhiro Osuka
Jun 20, 2015·Angewandte Chemie·Masaaki KitanoAtsuhiro Osuka
Apr 25, 2012·Angewandte Chemie·Masaaki KitanoAtsuhiro Osuka
Mar 31, 2015·Chemistry, an Asian Journal·Kota Yoshida, Atsuhiro Osuka
Oct 21, 2016·Chemistry, an Asian Journal·Daiki ShimizuAtsuhiro Osuka
Jul 17, 2013·Chemistry : a European Journal·Shun SagaAtsuhiro Osuka
Sep 12, 2018·Beilstein Journal of Organic Chemistry·Haiyan GuanJianxin Song
Aug 24, 2010·Organic Letters·Shin-ya HayashiAtsuhiro Osuka
Aug 24, 2010·Organic Letters·Yasuhiro KubotaMasaki Matsui
Oct 21, 2017·Organic Letters·Ankit KumarMangalampalli Ravikanth
Mar 9, 2011·Journal of the American Chemical Society·Shin-ya HayashiAtsuhiro Osuka

❮ 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.