A Strategy to Control the Reactivation of Frustrated Lewis Pairs from Shelf-Stable Carbene Borane Complexes.

Angewandte Chemie
Yoichi HoshimotoSensuke Ogoshi

Abstract

N-Phosphine oxide substituted imidazolylidenes (PoxIms) have been synthesized and fully characterized. These species can undergo significant changes to the spatial environment surrounding their carbene center through rotation of the phosphine oxide moiety. Either classical Lewis adducts (CLAs) or frustrated Lewis pairs (FLPs) are thus formed with B(C6 F5 )3 depending on the orientation of the phosphine oxide group. A strategy to reactivate FLPs from CLAs by exploiting molecular motions that are responsive to external stimuli has therefore been developed. The reactivation conditions were successfully controlled by tuning the strain in the PoxIm-B(C6 F5 )3 complexes so that reactivation only occurred above ambient temperature.

References

Feb 24, 2005·Journal of the American Chemical Society·Reto DortaSteven P Nolan
May 24, 2005·Dalton Transactions : an International Journal of Inorganic Chemistry·Gerhard Erker
Nov 18, 2006·Science·Gregory C WelchDouglas W Stephan
Oct 20, 2007·Angewandte Chemie·Alyson L Kenward, Warren E Piers
Dec 1, 2007·Chemical Communications : Chem Comm·Patrick SpiesDouglas W Stephan
Apr 10, 2008·Angewandte Chemie·F Ekkehardt Hahn, Mareike C Jahnke
Jul 8, 2008·Angewandte Chemie·Victor SumerinBernhard Rieger
Jul 31, 2008·Angewandte Chemie·Dirk HolschumacherMatthias Tamm
Jan 23, 2009·Journal of the American Chemical Society·Tibor András RokobImre Pápai
Feb 27, 2009·Journal of the American Chemical Society·Stephen J Geier, Douglas W Stephan
May 8, 2009·Dalton Transactions : an International Journal of Inorganic Chemistry·Patrick SpiesGerhard Erker
May 8, 2010·Dalton Transactions : an International Journal of Inorganic Chemistry·Preston A ChaseDouglas W Stephan
Jul 10, 2010·Dalton Transactions : an International Journal of Inorganic Chemistry·Cornelia M MömmingGerhard Erker
Aug 18, 2010·Angewandte Chemie·Thomas Dröge, Frank Glorius
Oct 23, 2010·Chemical Communications : Chem Comm·Douglas W Stephan
May 16, 2012·Dalton Transactions : an International Journal of Inorganic Chemistry·Chunfang Jiang, Douglas W Stephan
Oct 26, 2012·Topics in Current Chemistry·Eugene L KolychevMatthias Tamm
Nov 10, 2012·Topics in Current Chemistry·Gerald KehrGerhard Erker
Dec 5, 2012·Topics in Current Chemistry·Victor SumerinTimo Repo
Jan 2, 2013·Topics in Current Chemistry·Douglas W Stephan, Gerhard Erker
Jan 12, 2013·Topics in Current Chemistry·Tibor András Rokob, Imre Pápai
Jan 29, 2014·Journal of the American Chemical Society·Xiaowu WangGerhard Erker
Sep 11, 2014·Chemical Communications : Chem Comm·Thomas J HerringtonAndrew E Ashley
Dec 24, 2014·Accounts of Chemical Research·Douglas W Stephan
May 15, 2015·Angewandte Chemie·Douglas W Stephan, Gerhard Erker

❮ Previous
Next ❯

Citations

Oct 11, 2017·Dalton Transactions : an International Journal of Inorganic Chemistry·Lewis C WilkinsPaul D Newman
Mar 24, 2016·Organic & Biomolecular Chemistry·Katherine M LucasNicholas A McGrath
Apr 6, 2019·Organic & Biomolecular Chemistry·Anne-Laure Vallet, Emmanuel Lacôte
Sep 12, 2017·Chemistry : a European Journal·Sunit HazraSensuke Ogoshi
Jan 9, 2021·Chemical Communications : Chem Comm·Rui GuoLingbing Kong
Jun 15, 2018·Journal of the American Chemical Society·Louie FanDouglas W Stephan
Aug 17, 2017·Journal of the American Chemical Society·Wen-Ching ChenTiow-Gan Ong
May 24, 2018·Journal of the American Chemical Society·Yoichi HoshimotoSensuke Ogoshi

❮ Previous
Next ❯

Methods Mentioned

BETA
NMR
X-ray

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.