CH...anion interaction in BF2 complexes of C3-bridged oligopyrroles

The Journal of Organic Chemistry
Chikoto FujimotoHiromitsu Maeda

Abstract

Alkyl-substituted derivatives of 1,3-dipyrrolyl-1,3-propanedione BF2 complexes, the efficient receptors for halide and oxoanions with use of bridging CH as well as pyrrole NH, are reported. BF2 complexes with only one pyrrole NH interaction site (2d,e), which exhibit smaller affinities than the basic structure (2b), bind anions tightly, which is inferred by UV/vis absorption spectral changes, compared to the derivatives with an alkyl group at the bridging carbon (2f) or two pyrrole nitrogen sites (2c). With use of 1H NMR and theoretical studies for anion complexes of 2d and 2e, bridging CH (and one beta-CH in 2d) as well as pyrrole NH is found to interact with anions.

References

Dec 19, 2001·Accounts of Chemical Research·J L Sessler, J M Davis
Mar 15, 2003·The Journal of Organic Chemistry·Sunggoo YunKwang S Kim
Jun 12, 2003·Journal of the American Chemical Society·Chang-Hee LeeJonathan L Sessler
Nov 13, 2003·Chemical Reviews·Ramón Martínez-Máñez, Félix Sancenón
Jan 17, 2004·The Journal of Organic Chemistry·Juyoung YoonKwang S Kim
Jul 17, 2004·The Journal of Organic Chemistry·Ji Young KwonJuyoung Yoon
Sep 30, 2004·Journal of the American Chemical Society·Christos A IlioudisJonathan W Steed
Oct 14, 2004·Organic & Biomolecular Chemistry·Ismael El Drubi VegaMark E Light
Dec 4, 2004·Organic Letters·Sook Kyung KimJuyoung Yoon
Mar 12, 2005·The Journal of Organic Chemistry·Chang-Hee LeeJonathan L Sessler
Apr 9, 2005·Angewandte Chemie·Kavitha ChellappanKwang S Kim
Apr 14, 2005·Organic & Biomolecular Chemistry·David Esteban GómezEnrico Monzani
Jun 9, 2005·Journal of the American Chemical Society·Vyacheslav S Bryantsev, Benjamin P Hay
Jul 22, 2005·Chemistry : a European Journal·Hiromitsu Maeda, Yukio Kusunose
Oct 6, 2005·Chemical Communications : Chem Comm·Ismael El Drubi VegaStephen J Loeb
May 17, 2002·Angewandte Chemie·Dae-Wi YoonChang-Hee Lee

❮ Previous
Next ❯

Citations

Sep 14, 2011·Chemical Reviews·Amanda E HargroveEric V Anslyn
May 21, 2008·Chemical Communications : Chem Comm·Robin B BedfordYasmine Willener
Jan 7, 2011·Physical Chemistry Chemical Physics : PCCP·Hiromitsu MaedaMyongsoo Lee
Feb 25, 2014·Journal of the American Chemical Society·Raghunath O RamabhadranKrishnan Raghavachari
Feb 11, 2014·Journal of Chemical Theory and Computation·Siwar ChibaniDenis Jacquemin
Jul 8, 2015·Journal of the American Chemical Society·Jean-François AymeAlexander J Stephens
Jan 17, 2008·Chemical Society Reviews·Philip A GaleJoachim Garric
Jul 1, 2017·Chemical Reviews·Pedro MolinaAntonio Caballero
Feb 18, 2009·Chemistry : a European Journal·Hiromitsu MaedaKenji Kaneko
Aug 14, 2008·Organic & Biomolecular Chemistry·Hiromitsu Maeda, Yohei Haketa
Oct 1, 2008·Chemistry : a European Journal·Hiromitsu Maeda
May 6, 2009·Angewandte Chemie·Hans-Jörg Schneider
Mar 10, 2007·Chemical Communications : Chem Comm·Hiromitsu MaedaTakashi Nakanishi
Jan 26, 2008·Organic & Biomolecular Chemistry·Hiromitsu MaedaYukio Kusunose
Jan 17, 2013·Chemical Communications : Chem Comm·Hiromitsu Maeda, Yuya Bando
Sep 18, 2012·Chemical Communications : Chem Comm·Bin Dong, Hiromitsu Maeda
Mar 24, 2012·Dalton Transactions : an International Journal of Inorganic Chemistry·Pavel V GushchinVadim Yu Kukushkin
Jul 30, 2008·Journal of the American Chemical Society·Orion B BerrymanDarren W Johnson
Jan 29, 2009·The Journal of Organic Chemistry·Paweł DydioJanusz Jurczak
Nov 6, 2009·The Journal of Organic Chemistry·Hemraj JuwarkerStephen L Craig
Sep 30, 2017·The Journal of Organic Chemistry·Yoshifumi SasanoHiromitsu Maeda
Apr 9, 2014·The Journal of Physical Chemistry. a·Raghunath O RamabhadranKrishnan Raghavachari
Oct 12, 2007·Journal of the American Chemical Society·Hiromitsu MaedaTakashi Nakanishi

❮ 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.

© 2021 Meta ULC. All rights reserved