Selective Multiamination of C70 Leading to Curved π Systems with 60, 58, 56, and 50 π Electrons

Angewandte Chemie
Yanbang LiLiangbing Gan

Abstract

Secondary aliphatic amines add to a pole pentagon of [70]fullerene in the presence of N-fluorobenzenesulfonimide to form cyclopentadienyl-type adducts, C70(NSO2 Ph)(NR(1)R(2))4 (1), which can be converted into analogous C70 derivatives such as C70 (NHSO2 Ph)(NHTol)5 (2). Further addition reactions of either 1 or 2 take place selectively at the opposite pole pentagon of the C70 cage, thus forming curved π systems with a reduced number of π electrons, and the products include a dodecakis-adduct with a Vögtle belt motif.

References

May 16, 2000·The Journal of Organic Chemistry·H P SpielmannM S Meier
Jun 5, 2003·Angewandte Chemie·Sergey I TroyanovErhard Kemnitz
Jun 2, 2005·Angewandte Chemie·Sergey I Troyanov, Alexey A Popov
Dec 15, 2006·Chemical Reviews·Carlo Thilgen, François Diederich
Dec 15, 2006·Chemical Reviews·Kazukuni Tahara, Yoshito Tobe
Jul 26, 2008·Chemical Reviews·Yutaka Matsuo, Eiichi Nakamura
May 28, 2009·Accounts of Chemical Research·Rolf GleiterStefan C Kornmayer
Mar 3, 2010·Proceedings of the National Academy of Sciences of the United States of America·Rui Maeda-MamiyaEiichi Nakamura
Apr 28, 2012·Chemical Communications : Chem Comm·Alexey B KornevPavel A Troshin
May 20, 2014·Chemical Communications : Chem Comm·Venkata S Pavan K NetiLuis Echegoyen
Aug 22, 2014·The Journal of Organic Chemistry·Yanbang Li, Liangbing Gan
Sep 4, 2014·The Journal of Organic Chemistry·Hui-Lei HouXiang Gao
Oct 14, 2014·Chemical Communications : Chem Comm·Maria A FritzSergey I Troyanov
Jan 15, 2015·Organic Letters·Yanbang LiLiangbing Gan
Jan 16, 2015·Chemical Reviews·Olga V BoltalinaSteven H Strauss
Mar 5, 2015·Chemical Society Reviews·Simon E Lewis
May 20, 2015·Journal of the American Chemical Society·Maira R CerónLuis Echegoyen

❮ Previous
Next ❯

Citations

Mar 10, 2016·Organic Letters·Yasutomo SegawaKenichiro Itami
Oct 19, 2016·Chemistry : a European Journal·Amineh AghabaliAlan L Balch
Apr 15, 2017·Science·Guillaume PovieKenichiro Itami
Feb 17, 2021·Physical Chemistry Chemical Physics : PCCP·Rabindranath LoPavel Hobza
Apr 17, 2021·Nature Chemistry·Qing-Hui GuoJ Fraser Stoddart
Mar 16, 2019·Organic Letters·Songlin XueHiroko Yamada
Jul 24, 2018·Journal of the American Chemical Society·Guillaume PovieKenichiro Itami

❮ 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.

Related Papers

Zeitschrift für die gesamte Hygiene und ihre Grenzgebiete
G Bittersohl, H Heberer
Gigiena truda i professional'nye zabolevaniia
G I SidorinN I Skhodkina
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan
Y NITTAH TAKAHASHI
Kidney International. Supplement
M L SIMENHOFF
© 2022 Meta ULC. All rights reserved