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Enregistrement W2738605236 · doi:10.1098/rsta.2017.0239

Frustrated Lewis pair chemistry

2017· article· en· W2738605236 sur OpenAlexaffabout
Douglas W. Stephan, Gerhard Erker

Notice bibliographique

RevuePhilosophical Transactions of the Royal Society A Mathematical Physical and Engineering Sciences · 2017
Typearticle
Langueen
DomaineChemistry
ThématiqueOrganoboron and organosilicon chemistry
Établissements canadiensUniversity of Toronto
Organismes subventionnairesnon disponible
Mots-clésFrustrated Lewis pairChemistryLewis acids and basesOrganic chemistryCatalysis

Résumé

récupéré en direct d'OpenAlex

You have accessMoreSectionsView PDF ToolsAdd to favoritesDownload CitationsTrack Citations ShareShare onFacebookTwitterLinked InRedditEmail Cite this article Stephan Douglas W. and Erker Gerhard 2017Frustrated Lewis pair chemistryPhil. Trans. R. Soc. A.3752017023920170239http://doi.org/10.1098/rsta.2017.0239SectionYou have accessIntroductionFrustrated Lewis pair chemistry Douglas W. Stephan Douglas W. Stephan Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario, CanadaM5S3H6 [email protected] Google Scholar Find this author on PubMed Search for more papers by this author and Gerhard Erker Gerhard Erker Organisch Chemisches Institut, Westfälische Wilhelms-Universität, 48149 Münster, Corrensstr. 40, Germany Google Scholar Find this author on PubMed Search for more papers by this author Douglas W. Stephan Douglas W. Stephan Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario, CanadaM5S3H6 [email protected] Google Scholar Find this author on PubMed Search for more papers by this author and Gerhard Erker Gerhard Erker Organisch Chemisches Institut, Westfälische Wilhelms-Universität, 48149 Münster, Corrensstr. 40, Germany Google Scholar Find this author on PubMed Search for more papers by this author Published:24 July 2017https://doi.org/10.1098/rsta.2017.0239Frustrated Lewis pair (FLP) chemistry, a concept that has emerged in the last decade, presents unique systems capable of metal-free hydrogenation by using simple combinations of cooperative main group element components. This finding is particularly interesting given that hydrogenation is a chemical reaction that is performed on a huge scale worldwide with current technologies relying on metal-based catalysts. Over the last 10 years, the range of FLP catalysts has been probed and expanded. At the same time, the concept has also been exploited to employ simple combinations of main group reagents to activate a range of other small molecules. In some cases, these have afforded new avenues and uniquely metal-free routes to desirable materials transformations. In addition, the concept of FLPs has found application in the development of models for some enzymatic systems, new transition metal chemistry and in the description of unique surface chemistry that has led to the discovery of new heterogeneous catalysts.This issue of Philosophical Transactions A is focused on this area of chemistry. The articles herein cover a range of aspects of FLP chemistry. We begin with a conceptual consideration of the broader context of FLP chemistry by Fontaine & Stephan [1] and then Bullock & Chambers [2] provide an overview of the notion of FLP chemistry across the periodic table. Grimme and co-workers [3] provide a discussion of the theoretical considerations of the quintessential reaction of FLPs, the activation of H2, while Erker and co-workers [4] report on the development of FLPs derived from carbon-Lewis bases and boron-Lewis acids. Melen and co-workers [5] discuss reactions of FLPs inspired by biologically relevant systems and Uhl and co-workers [6] describe aluminium-phosphorus based FLPs. Gowda & Chen [7] apply FLPs in selective polymerizations of butyrolactones. Gabbaï and co-workers [8] report on efforts to combine carbon-Lewis acids with phosphines, while Stephan and co-workers [9] describe the use of gallium and indium Lewis acids in FLP chemistry. The issue is concluded with an article by Ashley and co-workers [10] in which they describe the activation of H2 by a tin-based Lewis acid.Together these articles give a snapshot of a number of areas in which the concept of FLP chemistry is being developed, applied and used to understand new metal-free approaches to synthetic chemistry and catalysis. The range of chemistry reported in this FLP-issue of Philosophical Transactions A signals both the impact of the last decade of FLP chemistry and the promise of the coming years. While the advent of this new area of chemistry has altered the paradigm of reactivity and catalysis, we have no doubt that new and even more exciting findings will emerge in the future. Indeed, the best is yet to come.Data accessibilityThis article has no additional data.Competing interestsWe declare we have no competing interests.FundingNo funding has been received for this article.FootnotesOne contribution of 11 to a theme issue ‘Frustrated Lewis pair chemistry’.© 2017 The Author(s)Published by the Royal Society. All rights reserved.References1Fontaine F-G, Stephan DW. 2017On the concept of frustrated Lewis pairs. Phil. Trans. R. Soc. A 375, 20170004. (doi:10.1098/rsta.2017.0004) Link, ISI, Google Scholar2Bullock RM, Chambers GM. 2017Frustration across the periodic table: heterolytic cleavage of dihydrogen by metal complexes. Phil. Trans. R. Soc. A 375, 20170002. (doi:10.1098/rsta.2017.0002) Link, ISI, Google Scholar3Liu L, Brandenburg JG, Grimme S. 2017On the hydrogen activation by frustrated Lewis pairs in the solid state: benchmark studies and theoretical insights. Phil. Trans. R. Soc. A 375, 20170006. (doi:10.1098/rsta.2017.0006) Link, ISI, Google Scholar4Möricke J, Wibbeling B, Daniliuc CG, Kehr G, Erker G. 2017Design and reactions of a carbon Lewis base/boron Lewis acid frustrated Lewis pair. Phil. Trans. R. Soc. A 375, 20170015. (doi:10.1098/rsta.2017.0015) Link, ISI, Google Scholar5Wilkins LC, Santi N, Luk LYP, Melen RL. 2017Reactions of biologically inspired hydride sources with B(C6F5)3. Phil. Trans. R. Soc. A 375, 20170009. (doi:10.1098/rsta.2017.0009) Link, ISI, Google Scholar6Pleschka D, Layh M, Rogel F, Uhl W. 2017Structure and reactivity of an Al/P-based frustrated Lewis pair bearing relatively small substituents at aluminium. Phil. Trans. R. Soc. A 375, 20170011. (doi:10.1098/rsta.2017.0011) Link, ISI, Google Scholar7Gowda RR, Chen EY-X. 2017Chemoselective Lewis pair polymerization of renewable multivinyl-functionalized γ-butyrolactones. Phil. Trans. R. Soc. A 375, 20170003. (doi:10.1098/rsta.2017.0003) Link, ISI, Google Scholar8Chansaenpak K, Yang M, Gabbaï FP. 2017Attempted synthesis of ortho-phenylene phosphino-tritylium cations. Phil. Trans. R. Soc. A 375, 20170007. (doi:10.1098/rsta.2017.0007) Link, ISI, Google Scholar9Xu M, Possart J, Waked AE, Roy J, Uhl W, Stephan DW. 2017Halogenated triphenylgallium and -indium in frustrated Lewis pair activations and hydrogenation catalysis. Phil. Trans. R. Soc. A 375, 20170014. (doi:10.1098/rsta.2017.0014) Link, ISI, Google Scholar10Cooper RT, Sapsford JS, Turnell-Ritson RC, Hyon D-H, White AJP, Ashley AE. 2017Hydrogen activation using a novel tribenzyltin Lewis acid. Phil. Trans. R. Soc. A 375, 20170008. (doi:10.1098/rsta.2017.0008) Link, ISI, Google Scholar Next Article VIEW FULL TEXT DOWNLOAD PDF FiguresRelatedReferencesDetailsCited by Paradies J (2019) From structure to novel reactivity in frustrated Lewis pairs, Coordination Chemistry Reviews, 10.1016/j.ccr.2018.09.014, 380, (170-183), Online publication date: 1-Feb-2019. Paradies J and Tussing S (2019) Frustrated Lewis Pair‐Catalyzed Reductions Using Molecular Hydrogen Homogeneous Hydrogenation with Non‐Precious Catalysts, 10.1002/9783527814237.ch7, (167-225), Online publication date: 16-Dec-2019. Malär A, Dong S, Kehr G, Erker G, Meier B and Wiegand T (2019) Characterization of H 2 -Splitting Products of Frustrated Lewis Pairs: Benefit of Fast Magic-Angle Spinning , ChemPhysChem, 10.1002/cphc.201900006, 20:5, (672-679), Online publication date: 4-Mar-2019. Vikrant K, Kumar V, Ok Y, Kim K and Deep A (2018) Metal-organic framework (MOF)-based advanced sensing platforms for the detection of hydrogen sulfide, TrAC Trends in Analytical Chemistry, 10.1016/j.trac.2018.05.013, 105, (263-281), Online publication date: 1-Aug-2018. This Issue28 August 2017Volume 375Issue 2101Theme issue “Frustrated Lewis pair chemistry” compiled and edited by Gerhard Erker and Douglas W. Stephan Article InformationDOI:https://doi.org/10.1098/rsta.2017.0239Published by:Royal SocietyPrint ISSN:1364-503XOnline ISSN:1471-2962History: Manuscript accepted14/06/2017Published online24/07/2017Published in print28/08/2017 License:© 2017 The Author(s)Published by the Royal Society. All rights reserved. Citations and impact Subjectsinorganic chemistry

Récupéré en direct depuis OpenAlex et désinversé. Les résumés ne sont pas conservés dans cette base de données : les index inversés représentent 8,6 Go des 9,3 Go de texte de la base, et le serveur dispose de 13 Go libres.

Comment cette classification a été obtenuedéplier

Prédiction machine sur la base complète

Imitation des enseignants

Ni prévalence calibrée, ni vérité terrain. Validation humaine à venir. Le volet Gemma est une étiquette directe du modèle pour chaque travail de la base, lue sur la notice réduite au titre. Le volet Codex est un classifieur appris des 10 348 étiquettes directes de Codex et calibré sur les taux pondérés de l'échantillon; les champs sans appui suffisant ne portent aucun appel Codex. Le mode candidate est l'union des deux volets; le consensus est leur intersection. Ces sorties portent le statut machine_predicted_unvalidated et ne sont pas des étiquettes humaines.

score de la tête « metaresearch » (Codex)0,002
score de la tête « metaresearch » (Gemma)0,006
Version: metacan-v3-hybrid-931329e0061cStatut de validation: machine_predicted_unvalidated
Catégories candidatesCharge utile insuffisante (le modèle a refusé de juger)
Catégories consensuellesaucune
DomaineSignal candidat: aucune · Signal consensuel: aucune
Devis d'étudeSignal candidat: Théorique ou conceptuel · Signal consensuel: aucune
GenreSignal candidat: Empirique · Signal consensuel: aucune
Score de désaccord entre enseignants0,404
Score d'incertitude au seuil0,850

Scores du classifieur distillé par catégorie (deux têtes)

CatégorieCodexGemma
Métarecherche0,0020,006
Méta-épidémiologie (sens strict)0,0010,001
Méta-épidémiologie (sens large)0,0010,001
Bibliométrie0,0010,002
Études des sciences et des technologies0,0030,002
Communication savante0,0060,008
Science ouverte0,0030,008
Intégrité de la recherche0,0030,005
Charge utile insuffisante (le modèle a refusé de juger)0,4040,178

Scores machine (provisoires)

Les deux têtes enseignantes du modèle étudiant, lues sur ce travail. Un score ordonne la base pour la relecture; il n'affirme jamais une catégorie, et le statut de validation accompagne chaque rangée tel quel.

Scores de référence d'un modèle non mature (critères de maturité non atteints, 7 itérations). Un score ordonne; il n'affirme jamais une catégorie.

Tête enseignante Opus0,019
Tête enseignante GPT0,238
Écart entre enseignants0,219 · la distance entre les deux têtes enseignantes sur ce seul travail
Statut de validationscore_only:v0-immature-baseline · tel quel depuis la passe de notation : score_only signifie que le nombre peut ordonner les travaux, et qu'aucune étiquette de catégorie n'en découle

Classification

machine, non validée

Prédiction automatique; un appel candidat d’une seule source (Gemma direct ou Codex distillé), pas un consensus.

Devis d'étudeThéorique ou conceptuel
Domainenon disponible
GenreEmpirique

Le détail, modèle par modèle et score par score, se trouve en fin de page sous « Comment cette classification a été obtenue ».

En bref

Citations11
Publié2017
Routes d'admission2
Résumé présentoui

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Même revuePhilosophical Transactions of the Royal Society A Mathematical Physical and Engineering SciencesMême sujetOrganoboron and organosilicon chemistryTravaux en français237 207