Transition metal catalysts for controlled radical polymerization DOI
Fabio di Lena, Krzysztof Matyjaszewski

Progress in Polymer Science, Год журнала: 2010, Номер 35(8), С. 959 - 1021

Опубликована: Май 17, 2010

Язык: Английский

Palladium(II)‐katalysierte C‐H‐Aktivierung/C‐C‐Kreuzkupplung: Vielseitigkeit und Anwendbarkeit DOI
Xiaohong Chen, Keary M. Engle, Dong‐Hui Wang

и другие.

Angewandte Chemie, Год журнала: 2009, Номер 121(28), С. 5196 - 5217

Опубликована: Июнь 25, 2009

Abstract Katalyse mit Methode : Eine ganze Reihe katalytischer Palladiumsysteme für die C‐H‐Aktivierung/C‐C‐Kupplung (siehe Schema) wurde in jüngerer Zeit entwickelt. Ein besonderer Schwerpunkt ist Pd II ‐katalysierte Kupplung von C‐H‐Bindungen metallorganischen Reagentien durch /Pd 0 ‐Katalysezyklen. Die Vielseitigkeit dieser Katalysemethode wird demonstriert, zudem werden offene Fragen sowie das Entwicklungspotenzial des Gebietes angesprochen. magnified image In den letzten zehn Jahren palladiumkatalysierte zu einer vielversprechenden katalytischen Umwandlung Allerdings sind Möglichkeiten auf diesem Gebiet bisher noch nicht so umfangreich wie bei Kreuzkupplungen, denen Aryl‐ und Alkylhalogenide eingesetzt werden. Dieser Aufsatz stellt vier ausführlich untersuchte Katalysemethoden zur C‐C‐Bindungsbildung ausgehend vor: ‐, IV ‐ ‐Katalyse. Außerdem neuere Entwicklungen der ‐katalysierten einen ‐Katalysezyklus vorgestellt. Ungeachtet aller bisherigen Fortschritte verbleibt es eine wichtige Aufgabe, Anwendbarkeit Reaktionen breitere Grundlage stellen.

Процитировано

1171

Metallaphotoredox: The Merger of Photoredox and Transition Metal Catalysis DOI
Amy Chan, Ian B. Perry, Noah B. Bissonnette

и другие.

Chemical Reviews, Год журнала: 2021, Номер 122(2), С. 1485 - 1542

Опубликована: Ноя. 18, 2021

The merger of photoredox catalysis with transition metal catalysis, termed metallaphotoredox has become a mainstay in synthetic methodology over the past decade. Metallaphotoredox combined unparalleled capacity for bond formation broad utility photoinduced electron- and energy-transfer processes. Photocatalytic substrate activation allowed engagement simple starting materials metal-mediated bond-forming Moreover, electron or energy transfer directly key organometallic intermediates provided novel modes entirely complementary to traditional catalytic platforms. This Review details contextualizes advancements molecule construction brought forth by metallaphotocatalysis.

Язык: Английский

Процитировано

1143

Pd Metal Catalysts for Cross-Couplings and Related Reactions in the 21st Century: A Critical Review DOI
Andrea Biffis, Paolo Centomo, Alessandro Del Zotto

и другие.

Chemical Reviews, Год журнала: 2018, Номер 118(4), С. 2249 - 2295

Опубликована: Фев. 20, 2018

Cross-couplings and related reactions are a class of highly efficient synthetic protocols that generally promoted by molecular Pd species as catalysts. However, catalysts based on more or less dispersed metal have been also employed for this purpose, their use, which was largely limited to the Heck reaction until turn century, has extended in recent years most class. This review provides critical overview these applications Particular attention is devoted discussion mechanistic pathways proposed explain catalytic role metal. Furthermore, outstanding systems emerged illustrated, together with development novel approaches boost reactivity A section summarizing current industrial catalyzed kind concludes review.

Язык: Английский

Процитировано

1126

Borylation and Silylation of C–H Bonds: A Platform for Diverse C–H Bond Functionalizations DOI
John F. Hartwig

Accounts of Chemical Research, Год журнала: 2011, Номер 45(6), С. 864 - 873

Опубликована: Ноя. 10, 2011

Methods that functionalize C–H bonds can lead to new approaches for the synthesis of organic molecules, but achieve this goal, researchers must develop site-selective reactions override inherent reactivity substrates. Moreover, are needed occur with high turnover numbers and tolerance functional groups if bond functionalization is be applied medicines or materials. This Account describes discovery development aliphatic aromatic borane silane reagents. The fundamental principles govern intermediates containing metal–boron emphasized how an understanding effects ligands on led us broaden scope main group reagents react under mild conditions generate synthetically useful organosilanes described.Complexes a covalent between transition metal three-coordinate boron atom (boryl complexes) unusually reactive toward cleavage typically unreactive bonds. leads formation free, functionalized product by rapid coupling hydrocarbyl boryl ligands. initial observation borylation arenes alkanes in stoichiometric processes catalytic systems diboron compounds (diborane(4) reagents) boranes. In particular, complexes based Cp*Rh (in which Cp cyclopentadienyl anion) fragment catalyze alkanes, arenes, amines, ethers, ketals, haloalkanes. Although less alkyl than systems, catalysts generated from combination bipyridines iridium(I)-olefin have proven most arenes. catalyzed these form arylboronates site-selectivity depends steric accessibility These also heteroarenes, selectivity substrates more dependent electronic products heteroarenes suitable wide range subsequent conversions phenols, arylamines, aryl nitriles, halides, arylboronic acids, trifluoroborates.Studies properties ancillary ligand rate reaction show flat structure strong electron-donating property bipyridine ligands, along presence p-orbital metal-bound atom, increased iridium catalysts. Based hypothesis, we studied substituted phenanthroline series additional transformations, including silylation A sequence involving benzylic alcohols, followed dehydrogenative bonds, overall directed ortho hydroxyl functionality.

Язык: Английский

Процитировано

996

Recent advances in C–S bond formation via C–H bond functionalization and decarboxylation DOI
Chao Shen, Pengfei Zhang, Qiang Sun

и другие.

Chemical Society Reviews, Год журнала: 2014, Номер 44(1), С. 291 - 314

Опубликована: Окт. 13, 2014

The development of mild and general methods for C–S bond formation has received significant attention because the is indispensable in many important biological pharmaceutical compounds.

Язык: Английский

Процитировано

772

Catalytic C–H amination: recent progress and future directions DOI

Florence Collet,

Robert H. Dodd, Philippe Dauban

и другие.

Chemical Communications, Год журнала: 2009, Номер 34, С. 5061 - 5061

Опубликована: Янв. 1, 2009

Recent developments in catalytic C–H amination are discussed this feature article. The careful design of reagents and catalysts now provides efficient conditions for exquisitely selective intramolecular as well intermolecular nitrene insertion. parallel emergence activation/amination reactions opens new opportunities complementary to those offered by nitrenes.

Язык: Английский

Процитировано

764

Ligand-Enabled Reactivity and Selectivity in a Synthetically Versatile Aryl C–H Olefination DOI Open Access
Dong‐Hui Wang, Keary M. Engle, Bing‐Feng Shi

и другие.

Science, Год журнала: 2009, Номер 327(5963), С. 315 - 319

Опубликована: Ноя. 27, 2009

Heck of an Alternative The Mizoroki-Heck reaction is widely used in organic synthesis to link together unsaturated carbon fragments such as olefins and arenes. However, one its drawbacks the need append a reactive group halogen reagents beforehand. Wang et al. (p. 315 , published online 26 November) present alternative palladium-catalyzed that links directly aryl acids. Oxygen added medium concurrently oxidizes C-H bond at linkage site, eliminating for prior halogenation. Introducing amino acid–derived ligands tunes site which takes place, efficient reactivity can be achieved across diverse range substrates.

Язык: Английский

Процитировано

722

Modern Carbon–Fluorine Bond Forming Reactions for Aryl Fluoride Synthesis DOI
Michael G. Campbell, Tobias Ritter

Chemical Reviews, Год журнала: 2014, Номер 115(2), С. 612 - 633

Опубликована: Дек. 4, 2014

ADVERTISEMENT RETURN TO ISSUEPREVReviewNEXTModern Carbon–Fluorine Bond Forming Reactions for Aryl Fluoride SynthesisMichael G. Campbell and Tobias Ritter*View Author Information Department of Chemistry Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, Massachusetts 02138, United States*E-mail: [email protected]Cite this: Chem. Rev. 2015, 115, 2, 612–633Publication Date (Web):December 4, 2014Publication History Received10 July 2014Published online4 December inissue 28 January 2015https://doi.org/10.1021/cr500366bCopyright © 2014 American SocietyRIGHTS & PERMISSIONSArticle Views18079Altmetric-Citations578LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum full text article downloads since November 2008 (both PDF HTML) across all institutions individuals. These metrics regularly updated to reflect usage leading up last few days.Citations number other articles citing this article, calculated by Crossref daily. Find more information about citation counts.The Altmetric Attention Score is a quantitative measure attention that research has received online. Clicking on donut icon will load page at altmetric.com with additional details score social media presence given article. how calculated. Share Add toView InAdd Full Text ReferenceAdd Description ExportRISCitationCitation abstractCitation referencesMore Options onFacebookTwitterWechatLinked InReddit Read OnlinePDF (4 MB) Get e-AlertsSUBJECTS:Anions,Halogenation,Hydrocarbons,Reagents,Salts e-Alerts

Язык: Английский

Процитировано

704

Organopalladium(iv) chemistry DOI

Ling‐Min Xu,

Bi‐Jie Li, Zhen Yang

и другие.

Chemical Society Reviews, Год журнала: 2009, Номер 39(2), С. 712 - 733

Опубликована: Сен. 3, 2009

Although the chemistry of Pd(0), Pd(I) and Pd(II) is well established, high oxidation state Pd(IV) complexes are less well-known. This situation has highly changed in recent years. Many well-defined been isolated characterized, providing evidence for a series proposed Pd(II)/Pd(IV) catalytic reactions. A deep understanding behavior could lead to design development novel reactions that not be accessed by traditional Pd(0)/Pd(II) chemistry. critical review describes stoichiometric discusses their potential mechanism (137 references).

Язык: Английский

Процитировано

683

Design and preparation of new palladium precatalysts for C–C and C–N cross-coupling reactions DOI
Nicholas C. Bruno,

Matthew T. Tudge,

Stephen L. Buchwald

и другие.

Chemical Science, Год журнала: 2012, Номер 4(3), С. 916 - 920

Опубликована: Авг. 20, 2012

A series of easily prepared, phosphine-ligated palladium precatalysts based on the 2-aminobiphenyl scaffold have been prepared. The role precatalyst-associated labile halide (or pseudohalide) in formation and stability palladacycle has examined. It was found that replacing chloride previous version precatalyst with a mesylate leads to new class improved solution are readily prepared from wider range phosphine ligands. differences between reported here explored. In addition, reactivity latter is examined C-C C-N bond forming reactions.

Язык: Английский

Процитировано

623