Alkene metatheses in transition metal coordination spheres: dimacrocyclizations that join trans positions of square-planar platinum complexes to give topologically novel diphosphine ligands

Dalton Transactions : an International Journal of Inorganic Chemistry
Takanori ShimaJohn A Gladysz

Abstract

The alkene-containing phosphines PPh((CH2)(n)CH=CH2)2)2 are prepared from PPhH(2), n-BuLi, and the corresponding bromoalkenes (1:2:2), and combined with the platinum tetrahydrothiophene complex [Pt(mu-Cl)(C(6)F(5))(S(CH2CH2(-))2)]2 to give the square-planar adducts trans-(Cl)(C(6)F(5))Pt(PPh((CH2)(n)CH=CH2)2)2 (11, 93-73%; n=a, 2; b, 3; c, 4; d, 5; e, 6; f, 8). Ring-closing metatheses with Grubbs' catalyst (2) are studied. With, two isomers of trans-(Cl)(C6F5)[formula: see text](14)Ph)(15e) are isolated after hydrogenation. Both form via dimacrocyclization between the trans-phosphine ligands, but differ in the dispositions of the PPh rings (syn, 31%; anti, 7%). The alternative intraligand metathesis product trans-(Cl)(C6F5)[formula: see text](14)Ph)2 (16e) is independently prepared by (i) protecting 4e as a borane adduct, H(3)B.PPh((CH(2))(6)CH=CH2)2, (ii) cyclization with 2 and hydrogenation to give H(3)B[formula: see text] (14), (iii) deprotection and reaction with 12. The sample derived from 11e contains < or = 2% 16e; mass spectra suggest that the other products are dimers or oligomers. The structures of syn-15e, anti-15e and 16e are verified crystallographically, and the macrocycle conformations analyzed. As expected from ...Continue Reading

Citations

Oct 8, 2013·European Journal of Medicinal Chemistry·Zahra JannesariHadi Amiri Rudbari
Jun 27, 2007·Dalton Transactions : an International Journal of Inorganic Chemistry·Janett KühnertPetr Stepnicka
Aug 13, 2009·Dalton Transactions : an International Journal of Inorganic Chemistry·David AguilàSantiago Alvarez
Jul 4, 2012·Dalton Transactions : an International Journal of Inorganic Chemistry·W BuchowiczM Majchrzak
May 21, 2013·Dalton Transactions : an International Journal of Inorganic Chemistry·Nicolas ZigonMir Wais Hosseini
Jul 7, 2015·Chemical Communications : Chem Comm·Nicolas Zigon, Mir Wais Hosseini
Oct 26, 2005·Angewandte Chemie·Cátia OrnelasDidier Astruc
Sep 27, 2018·Beilstein Journal of Organic Chemistry·Tobias FiedlerJohn A Gladysz
Mar 29, 2013·Chemical Communications : Chem Comm·Nicolas ZigonMir Wais Hosseini
Apr 14, 2010·Chemical Reviews·L Kollár, G Keglevich
Jun 23, 2009·Chemical Reviews·Sebastien Monfette, Deryn E Fogg
Feb 7, 2008·Journal of the American Chemical Society·Jared C LewisJonathan A Ellman

❮ Previous
Next ❯

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.