Configurationally homogeneous diastereomers of a linear hexa(tertiary phosphine): enantioselective self-assembly of a double-stranded parallel helicate of the type (P)-[Cu(3)(hexaphos)(2)](PF(6))(3)

Proceedings of the National Academy of Sciences of the United States of America
Paul K BowyerS Bruce Wild

Abstract

Three configurationally homogeneous diastereomers of the linear hexa(tertiary phosphine) Ph(2)PCH(2)CH(2)P(Ph)CH(2)CH(2)P(Ph)CH(2)CH(2)P(Ph)CH(2)CH(2)P(Ph)CH(2)CH(2)PPh(2) (hexaphos) have been isolated in enantiomerically pure form, namely (R,S,S,R)-, (R,S,S,S)-, and (S,S,S,S)-hexaphos. The strongly helicating (R,S,S,R)-(-) form of the ligand combines with copper(I) ions to generate by stereoselective self-assembly the P enantiomer of a parallel helicate of the type [Cu(3)(hexaphos)(2)](PF(6))(3), which has been characterized by x-ray crystallography. Theoretical modeling of the cation indicates that it is the relationship between the helicities of the two 10-membered rings containing the three copper ions, each of which has the twist-boat-chair-boat conformation, and the configurations of the three chiral, tetrahedral copper stereocenters of P configuration that determines the stereochemistry of the parallel and double alpha-helix conformers of the double-stranded trinuclear metal helicate.

References

Jan 27, 1989·Science·E K O'SheaP S Kim
Mar 4, 2000·Proceedings of the National Academy of Sciences of the United States of America·S LeiningerP J Stang
Jan 5, 2002·Chemical Reviews·Gerhard F. Swiegers, Tshepo J. Malefetse
Feb 19, 2002·Chemical Reviews·Claude PiguetGérard Hopfgartner

❮ Previous
Next ❯

Citations

Dec 5, 2008·Journal of the American Chemical Society·Janusz GregolińskiJerzy Lisowski
Feb 24, 2009·Journal of the American Chemical Society·Jens BunzenArne Lützen
Jul 10, 2009·Chemical Society Reviews·Stuart L James
Sep 18, 2010·Chemical Communications : Chem Comm·Hiroaki ImotoYoshiki Chujo
Jul 24, 2014·Dalton Transactions : an International Journal of Inorganic Chemistry·Sourav ChakrabortyNeeladri Das
Aug 22, 2006·Angewandte Chemie·Janusz Gregoliński, Jerzy Lisowski
Jul 21, 2007·Chemistry, an Asian Journal·Yasuhiro MorisakiYoshiki Chujo
Nov 19, 2009·Dalton Transactions : an International Journal of Inorganic Chemistry·Yukie TakemuraTomoaki Tanase
May 14, 2011·Macromolecular Rapid Communications·Yasuhiro MorisakiYoshiki Chujo
Feb 6, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Juan Miranda-PizarroJesús Campos
Jan 5, 2014·Dalton Transactions : an International Journal of Inorganic Chemistry·Ilya S KrytchankouIgor O Koshevoy
Oct 6, 2011·Dalton Transactions : an International Journal of Inorganic Chemistry·Sankarasekaran ShanmugarajuPartha Sarathi Mukherjee
May 11, 2004·The Journal of Organic Chemistry·Partha Sarathi MukherjeePeter J Stang
Oct 27, 2006·The Journal of Organic Chemistry·Sushobhan Ghosh, Partha Sarathi Mukherjee

❮ 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.