Resonating valence bond and sigma-charge density wave phases in a benzannulated phenalenyl radical

Journal of the American Chemical Society
Pradip BagRobert C Haddon

Abstract

We report the preparation of the first benzannulated phenalenyl neutral radical conductor (18), and we show that the compound displays unprecedented solid state behavior: the structure is dominated by two sets of intermolecular interactions: (1) a pi-chain structure with superimposed pi-overlap of the benzannulated phenalenyls along [0 0 1], and (2) an interchain overlap involving a pair of carbon atoms (C4) along [0 1 0]. The pi-chain-type stacking motif is reminiscent of previously reported phenalenyl radicals and the room temperature structure (space group P2/c) together with the conductivity of sigma(RT) = 0.03 S/cm and the Pauli-like magnetic susceptibility are best described by the resonating valence bond (RVB) model. The interchain interaction is unstable with respect to the formation of a sigma-charge density wave (sigma-CDW) involving pairs of C4 carbon atoms between adjacent radicals and this phase is characterized by the P2(1)/c space group which involves a doubling of the unit cell along the [0 1 0] direction. The RVB and CDW phases compete for structural occupancy throughout the whole temperature range (15-293 K) with the RVB phase predominating at 15 and 293 K and the sigma-CDW phase achieving a maximum structural...Continue Reading

References

Jul 10, 2001·Angewandte Chemie·Juan J. NovoaJoel S. Miller
Jul 18, 2001·Journal of the American Chemical Society·P A KoutentisR C Haddon
Jul 18, 2001·Journal of the American Chemical Society·X ChiR C Haddon
Dec 26, 2001·Chemical Reviews·C A Reed, R D Bolskar
May 8, 2003·Journal of the American Chemical Society·Shijun ZhengYves Rubin
Aug 14, 2003·Journal of the American Chemical Society·Dmitri V KonarevRimma N Lyubovskaya
Oct 30, 2003·Journal of the American Chemical Society·Jingsong Huang, Miklos Kertesz
Sep 24, 2004·Langmuir : the ACS Journal of Surfaces and Colloids·Dae-Hwan JungHee-Tae Jung
Oct 28, 2004·Journal of the American Chemical Society·Puhong LiaoRobert C Haddon
Apr 23, 2005·Organic Letters·Shijun ZhengYves Rubin
Feb 2, 2006·Journal of the American Chemical Society·Jingsong Huang, Miklos Kertesz
Feb 9, 2006·Journal of the American Chemical Society·Swadhin K MandalRobert C Haddon
Mar 21, 2007·Accounts of Chemical Research·Joel S Miller, Juan J Novoa
Apr 28, 2007·Organic & Biomolecular Chemistry·Robin G Hicks
May 16, 2007·Journal of the American Chemical Society·Sushanta K PalRobert C Haddon
Jun 5, 2007·Journal of the American Chemical Society·Alicea A LeitchRichard T Oakley
Dec 7, 2007·Nature Materials·Yasushi MoritaKazuhiro Nakasuji
Mar 1, 2008·Journal of the American Chemical Society·Sushanta K PalRobert C Haddon
Jun 6, 2008·Journal of the American Chemical Society·Craig M RobertsonRichard T Oakley
Jun 24, 2008·Organic Letters·Leanne BeerRobert C Haddon
Sep 19, 2008·Journal of the American Chemical Society·Robert C HaddonFook S Tham
Jun 26, 1948·Nature·A H W ATEN
Jun 26, 1948·Nature·L PAULING
Jun 24, 2009·Angewandte Chemie·Akihiro ShimizuTakashi Kubo

❮ Previous
Next ❯

Citations

Feb 9, 2013·Inorganic Chemistry·Kristina LekinRichard T Oakley
Sep 20, 2015·Journal of the American Chemical Society·Maria FumanalJordi Ribas-Arino
Oct 30, 2015·Journal of the American Chemical Society·Di TianRichard T Oakley
Nov 5, 2016·The Journal of Organic Chemistry·Prince RavatMichal Juríček
Jan 25, 2017·Journal of the American Chemical Society·Aaron MailmanRichard T Oakley
Apr 4, 2017·Chemistry : a European Journal·Maria FumanalJordi Ribas-Arino
May 19, 2011·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Kyohei YonedaBenoît Champagne
Jun 12, 2012·Journal of the American Chemical Society·Aaron MailmanRichard T Oakley
Jan 10, 2014·Journal of the American Chemical Society·Joanne W L WongRichard T Oakley
Oct 23, 2010·Journal of the American Chemical Society·Kristina LekinRichard T Oakley
Mar 30, 2011·Journal of the American Chemical Society·Alicea A LeitchRichard T Oakley
Aug 5, 2010·Journal of the American Chemical Society·Yong-Hui Tian, Miklos Kertesz
Dec 7, 2018·The Journal of Organic Chemistry·Pavan K VardhanapuSwadhin K Mandal
Apr 26, 2019·Inorganic Chemistry·Aaron MailmanRichard T Oakley
Jan 28, 2012·Journal of the American Chemical Society·Xin YuRichard T Oakley
Mar 8, 2013·Organic Letters·Pradip BagRobert C Haddon

❮ 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

Journal of the American Chemical Society
Sushanta K PalRobert C Haddon
Journal of the American Chemical Society
P A KoutentisRobert C Haddon
© 2021 Meta ULC. All rights reserved