4.7 Article

Chemoselective C(sp)-H borylation of terminal alkynes catalyzed by a bis(N-heterocyclicsilylene) manganese complex

相关参考文献

注意:仅列出部分参考文献,下载原文获取全部文献信息。
Article Chemistry, Multidisciplinary

Nickel boryl complexes and nickel-catalyzed alkyne borylation

Lukas Tendera et al.

Summary: This study reports the synthesis of three nickel bis-boryl complexes and explores their bonding situation with the help of X-ray diffraction and DFT calculations. A delocalized, multicenter bonding scheme is observed in these complexes. The nickel complexes also show efficient catalysis in the diboration of alkynes, offering a different mechanistic pathway compared to platinum-catalyzed diboration. Stoichiometric reactions and DFT calculations are utilized to study the mechanism of the nickel-catalyzed alkyne borylation.

CHEMICAL SCIENCE (2023)

Review Chemistry, Multidisciplinary

Manganese Carbonyl Complexes as Selective Electrocatalysts for CO2 Reduction in Water and Organic Solvents

Bhavin Siritanaratkul et al.

Summary: The electrochemical reduction of CO2 provides a sustainable approach for generating carbon-based fuels and feedstocks. Manganese carbonyl complexes, with their ease of synthesis and use of abundant transition metal, are interesting catalysts for this process. The selectivity of these catalysts in the presence of weak Bronsted acids is due to a proton-assisted CO2 binding mechanism. Our research demonstrates the use of manganese carbonyl complexes in water and validates the proposed mechanism through spectroelectrochemistry.

ACCOUNTS OF CHEMICAL RESEARCH (2022)

Article Chemistry, Physical

An On-Demand, Selective Dehydrogenative Borylation or Hydroboration of Terminal Alkynes Using Zn2+-based Catalyst

Kuldeep Jaiswal et al.

Summary: An air-stable dicationic Zn2+ complex was synthesized and found to selectively catalyze dehydrogenative borylation and hydroboration reactions of terminal alkynes under different conditions. The mode of action and mechanism of dehydrogenative borylation were investigated using experimental and computational methods.

CHEMCATCHEM (2022)

Review Chemistry, Inorganic & Nuclear

Towards ligand simplification in manganese-catalyzed hydrogenation and hydrosilylation processes

Ekaterina S. Gulyaeva et al.

Summary: This paper provides a comprehensive review of the rapidly emerging application of organometallic manganese complexes in catalytic reactions. It focuses on the influence of different donor ligands on catalytic activity and selectivity, the comparison with polydentate systems, and the study of mechanistic aspects.

COORDINATION CHEMISTRY REVIEWS (2022)

Article Chemistry, Physical

C(sp2)-H Activation with Bis(silylene)pyridine Cobalt(III) Complexes: Catalytic Hydrogen Isotope Exchange of Sterically Hindered C-H Bonds

Jose B. Roque et al.

Summary: The use of bis(silylene)pyridine cobalt(III) dihydride boryl as a precatalyst enables efficient hydrogen isotope exchange reactions, including deuterium incorporation at sterically hindered sites and high chemoselectivity towards aryl halides.

ACS CATALYSIS (2022)

Review Chemistry, Multidisciplinary

Manganese Alkyl Carbonyl Complexes: From Iconic Stoichiometric Textbook Reactions to Catalytic Applications

Stefan Weber et al.

Summary: The article discusses the potential of manganese-based complexes in catalytic reactions, introducing the activation of nonpolar and moderately polar bonds and their applications. The rational design of these novel complexes provides opportunities for transformations under mild reaction conditions.

ACCOUNTS OF CHEMICAL RESEARCH (2022)

Article Chemistry, Physical

Ligand-controlled Cobalt-Catalyzed formation of Carbon-Boron bonds: Hydroboration vs C-H/B-H dehydrocoupling

Dariusz Lewandowski et al.

Summary: This study describes the functionalization of silylacetylenes with hydroboranes catalyzed by cobalt (pre)-catalysts. The direction of the reaction is determined by the substituent at the aromatic ring in triazine PN5P pincer ligands. The catalytic approach successfully produces hydroboration and dehydrogenative coupling products. The use of commercially available pinacolborane as a simultaneous substrate and (pre)catalyst's activator makes this protocol versatile. Furthermore, the procedure yields a group of compounds with potential industrial and synthetic applications.

JOURNAL OF CATALYSIS (2022)

Review Chemistry, Multidisciplinary

Homogeneous Manganese-Catalyzed Hydrofunctionalizations of Alkenes and Alkynes: Catalytic and Mechanistic Tendencies

Antonio Torres-Calis et al.

Summary: This passage presents an account of the Mn-catalyzed homogeneous hydrofunctionalizations of alkenes and alkynes, with the main objective of finding catalytic and mechanistic tendencies that could serve as a platform for future works.

ACS OMEGA (2022)

Article Chemistry, Multidisciplinary

A bis(silylene)pyridine pincer ligand can stabilize mononuclear manganese(0) complexes: facile access to isolable analogues of the elusive d7-Mn(CO)5 radical

Shweta Kalra et al.

Summary: In this study, a new manganese(0) complex with a novel ligand was synthesized and its superior performance in highly selective hydroboration reactions was experimentally verified.

CHEMICAL SCIENCE (2022)

Review Chemistry, Multidisciplinary

Manganese-catalyzed hydrogenation, dehydrogenation, and hydroelementation reactions

Kuhali Das et al.

Summary: The emerging field of organometallic catalysis has shifted towards research on Earth-abundant transition metals. Manganese has emerged as one of the leading competitors, playing an important role in hydrogenation, dehydrogenation, and hydroelementation reactions. Catalyst design is based on metal-ligand bifunctionality, ligand hemilability, and redox activity, resulting in different turnover numbers for product molecules.

CHEMICAL SOCIETY REVIEWS (2022)

Review Chemistry, Multidisciplinary

First-Row d-Block Element-Catalyzed Carbon-Boron Bond Formation and Related Processes

Shubhankar Kumar Bose et al.

Summary: Organoboron reagents play a unique role in modern synthetic organic chemistry, offering unprecedented reactivity and stereocontrol. The use of first-row d-block transition metals as catalysts for the formation of carbon-boron bonds has expanded in various fields such as medicinal chemistry, agrochemistry, and materials science.

CHEMICAL REVIEWS (2021)

Article Chemistry, Inorganic & Nuclear

Dehydrogenative Diboration of Alkynes Catalyzed by Ir/CO/tBuNC System

Qingheng Lai et al.

Summary: The catalytic dehydrogenative diboration (DHDB) of alkyne with HBpin was successfully achieved using Ir precursors under CO atmosphere, with higher selectivity in less polar solvents and higher CO pressure. the addition of a catalytic amount of tBuNC further improved the selectivity, leading to isolation of some DHDB products on the preparative scale.

JOURNAL OF ORGANOMETALLIC CHEMISTRY (2021)

Article Chemistry, Organic

ZnBr2-Catalyzed Dehydrogenative Borylation of Terminal Alkynes

Man Luo et al.

Summary: ZnBr2 has been successfully used as a highly efficient and selective catalyst for dehydrogenative borylation of terminal alkynes, showing good tolerance towards various functional groups. The plausible reaction mechanism has been investigated through stoichiometric experiments and DFT calculations.

JOURNAL OF ORGANIC CHEMISTRY (2021)

Article Chemistry, Multidisciplinary

Manganese-Catalyzed Dehydrogenative Silylation of Alkenes Following Two Parallel Inner-Sphere Pathways

Stefan Weber et al.

Summary: A novel manganese(I)-catalyzed dehydrogenative silylation reaction was reported, using an alkyl bisphosphine manganese(I) complex as the most active precatalyst. The reaction efficiently converted a variety of aromatic and aliphatic alkenes to their corresponding products with high selectivity at room temperature. Insights into the mechanism were provided based on experimental data and DFT calculations, revealing two parallel reaction pathways.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2021)

Article Chemistry, Multidisciplinary

C-H Activation: Toward Sustainability and Applications

Toryn Dalton et al.

Summary: The field of green chemistry has been evolving for over two decades, with a focus on conserving natural resources and protecting the environment through judicious synthetic routes and materials choices. Current research efforts are aimed at overcoming sustainability challenges in C-H activation, including seeking abundant metal catalysts and introducing bio-derived solvents. Industrial uptake will be crucial for the future growth of this field, urging researchers to strive towards sustainable C-H activation.

ACS CENTRAL SCIENCE (2021)

Article Chemistry, Physical

Selective Manganese-Catalyzed Dimerization and Cross-Coupling of Terminal Alkynes

Stefan Weber et al.

Summary: Efficient manganese-catalyzed dimerization of terminal alkynes to produce 1,3-enynes is achieved in this study. The reaction is atom economic, utilizing an inexpensive catalyst with high efficiency and selectivity.

ACS CATALYSIS (2021)

Article Chemistry, Multidisciplinary

Aluminium-Catalyzed C(sp)-H Borylation of Alkynes

Dominic R. Willcox et al.

Summary: Historically used in stoichiometric hydroalumination chemistry, recent advances have transformed aluminium hydrides into versatile catalysts for the hydroboration of unsaturated multiple bonds. This manuscript reports the aluminium hydride catalyzed dehydroborylation of terminal alkynes, with chemoselective C-H borylation observed across a series of aryl- and alkyl-substituted alkynes. The proposed mechanism involves sigma-bond metathesis between pinacolborane (HBpin) and alkynyl aluminium intermediates.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2021)

Article Chemistry, Physical

Manganese-Catalyzed C(sp2)-H Borylation of Furan and Thiophene Derivatives

Luke Britton et al.

Summary: The manganese-catalyzed C-H borylation of furan and thiophene derivatives is reported along with an in situ activation method for accessing the active manganese hydride species. Mechanistic investigations showed that blue light irradiation directly affected catalysis by acting at the metal center, that C(sp(2))-H bond borylation occurs through a C-H metallation pathway, and that the reversible coordination of pinacolborane to the catalyst forms a manganese borohydride complex, which serves as an off-cycle resting state.

ACS CATALYSIS (2021)

Review Chemistry, Organic

Synthesis and reactivity of alkynyl boron compounds

Soumilee Nandy et al.

Summary: Organoboron chemistry has seen considerable advancements over the last century, with alkynyl boron compounds garnering significant attention for their easy synthesis and diverse reactivity. These compounds play an important role in the synthesis of valuable compounds.

ORGANIC & BIOMOLECULAR CHEMISTRY (2021)

Review Chemistry, Multidisciplinary

Advancements in multifunctional manganese complexes for catalytic hydrogen transfer reactions

Kuhali Das et al.

Summary: Catalytic hydrogen transfer reactions are essential for the production of diverse molecular scaffolds, with manganese emerging as a viable alternative due to its abundance and sustainability. Strategies such as metal-ligand bifunctionality and hemilability play crucial roles in achieving desired catalytic activity and selectivity. The use of multifunctional ligand-based manganese complexes in various organic transformations has been detailed, highlighting the importance of ligand design for successful HT reactions.

CHEMICAL COMMUNICATIONS (2021)

Article Chemistry, Organic

Chemoselective Hydroboration of Propargylic Alcohols and Amines Using a Manganese(II) Catalyst

Aleksandra Brzozowska et al.

ORGANIC LETTERS (2020)

Article Chemistry, Multidisciplinary

Ni-Catalyzed Traceless, Directed C3-Selective C-H Borylation of Indoles

Ya-Ming Tian et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2020)

Article Chemistry, Inorganic & Nuclear

Air- and Water -Tolerant (PNP)Ir Precatalyst for the Dehydrogenative Borylation of Terminal Alkynes

Bryan J. Foley et al.

ORGANOMETALLICS (2020)

Review Multidisciplinary Sciences

Using nature's blueprint to expand catalysis with Earth-abundant metals

R. Morris Bullock et al.

SCIENCE (2020)

Article Chemistry, Physical

Chemoselective semihydrogenation of alkynes catalyzed by manganese(i)-PNP pincer complexes

Marcel Garbe et al.

CATALYSIS SCIENCE & TECHNOLOGY (2020)

Review Chemistry, Multidisciplinary

Enabling Two-Electron Pathways with Iron and Cobalt: From Ligand Design to Catalytic Applications

Rebeca Arevalo et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Article Chemistry, Inorganic & Nuclear

Rhodium-Mediated Dehydrogenative Borylation-Hydroborylation of Bis(alkyl)alkynes: Intermediates and Mechanism

Sheila G. Curto et al.

ORGANOMETALLICS (2019)

Article Chemistry, Multidisciplinary

Catalytic C-H Borylation Using Iron Complexes Bearing 4,5,6,7-Tetrahydroisoindol-2-ide-Based PNP-Type Pincer Ligand

Takeru Kato et al.

CHEMISTRY-AN ASIAN JOURNAL (2019)

Article Chemistry, Multidisciplinary

Iron-catalyzed Versatile and Efficient C(sp2)-H Borylation

Masahiro Kamitani et al.

CHEMISTRY LETTERS (2019)

Article Chemistry, Multidisciplinary

Copper-Catalyzed Triboration: Straightforward, Atom-Economical Synthesis of 1,1,1-Triborylalkanes from Terminal Alkynes and HBpin

Xiaocui Liu et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2019)

Review Chemistry, Multidisciplinary

Isolable Silylene Ligands Can Boost Efficiencies and Selectivities in Metal-Mediated Catalysis

Yu-Peng Zhou et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2019)

Article Chemistry, Applied

Iron-Catalyzed Dehydrogenative Borylation of Terminal Alkynes

Duo Wei et al.

ADVANCED SYNTHESIS & CATALYSIS (2018)

Article Chemistry, Multidisciplinary

Stereoselective Transfer Semi-Hydrogenation of Alkynes to E-Olefins with N-Heterocyclic Silylene-Manganese Catalysts

Yu-Peng Zhou et al.

CHEMISTRY-A EUROPEAN JOURNAL (2018)

Article Chemistry, Multidisciplinary

Cobalt-Catalyzed 1,1-Diboration of Terminal Alkynes: Scope, Mechanism, and Synthetic Applications

Simon Krautwald et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2017)

Article Chemistry, Multidisciplinary

Copper-catalyzed dehydrogenative borylation of terminal alkynes with pinacolborane

Erik A. Romero et al.

CHEMICAL SCIENCE (2017)

Review Chemistry, Multidisciplinary

The Emergence of Manganese-Based Carbonyl Hydrosilylation Catalysts

Ryan J. Trovitch

ACCOUNTS OF CHEMICAL RESEARCH (2017)

Article Chemistry, Multidisciplinary

Aluminum Hydride Catalyzed Hydroboration of Alkynes

Alessandro Bismuto et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2016)

Article Chemistry, Multidisciplinary

A Bis(silylene)-Substituted ortho-Carborane as a Superior Ligand in the Nickel-Catalyzed Amination of Arenes

Yu-Peng Zhou et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2016)

Review Chemistry, Multidisciplinary

Nickel Hydride Complexes

Nathan A. Eberhardt et al.

CHEMICAL REVIEWS (2016)

Article Chemistry, Multidisciplinary

High-Turnover Aromatic C-H Borylation Catalyzed by POCOP-Type Pincer Complexes of Iridium

Loren P. Press et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2016)

Article Chemistry, Multidisciplinary

Cobalt-Catalyzed C(sp2)-H Borylation: Mechanistic Insights Inspire Catalyst Design

Jennifer V. Obligacion et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2016)

Article Chemistry, Multidisciplinary

Selective Catalytic Hydrogenations of Nitriles, Ketones, and Aldehydes by Well-Defined Manganese Pincer Complexes

Saravanakumar Elangovan et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2016)

Article Chemistry, Multidisciplinary

Manganese Electrocatalysts with Bulky Bipyridine Ligands: Utilizing Lewis Acids To Promote Carbon Dioxide Reduction at Low Overpotentials

Matthew D. Sampson et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2016)

Article Chemistry, Multidisciplinary

Synthesis of Triborylalkenes from Terminal Alkynes by Iridium-Catalyzed Tandem C-H Borylation and Diboration

Chun-I Lee et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2015)

Article Chemistry, Multidisciplinary

Nickel-catalyzed borylation of arenes and indoles via C-H bond cleavage

Takayuki Furukawa et al.

CHEMICAL COMMUNICATIONS (2015)

Article Chemistry, Multidisciplinary

Iron-Catalyzed C-H Borylation of Arenes

Thomas Dombray et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2015)

Article Chemistry, Inorganic & Nuclear

Catalytic dehydrogenative borylation of terminal alkynes by POCOP-supported palladium complexes

Christopher J. Pell et al.

INORGANIC CHEMISTRY FRONTIERS (2015)

Article Chemistry, Multidisciplinary

A Highly Active Manganese Precatalyst for the Hydrosilylation of Ketones and Esters

Tufan K. Mukhopadhyay et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2014)

Article Chemistry, Multidisciplinary

Cobalt-Catalyzed C-H Borylation

Jennifer V. Obligacion et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2014)

Article Chemistry, Organic

Ag(I)-catalyzed C-H borylation of terminal alkynes

Jiu-Rong Hu et al.

TETRAHEDRON (2014)

Article Chemistry, Multidisciplinary

Catalytic Dehydrogenative Borylation of Terminal Alkynes by a SiNN Pincer Complex of Iridium

Chun-I Lee et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2013)

Article Chemistry, Multidisciplinary

Base Metal Catalysts for Photochemical C-H Borylation That Utilize Metal-Metal Cooperativity

Thomas J. Mazzacano et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2013)

Review Chemistry, Multidisciplinary

Borylation and Silylation of C-H Bonds: A Platform for Diverse C-H Bond Functionalizations

John F. Hartwig

ACCOUNTS OF CHEMICAL RESEARCH (2012)

Article Chemistry, Multidisciplinary

On the Interpretation of Deuterium Kinetic Isotope Effects in C?H Bond Functionalizations by Transition-Metal Complexes

Eric M. Simmons et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2012)

Review Chemistry, Inorganic & Nuclear

Alkynylboron compounds in organic synthesis

Jiao Jiao et al.

JOURNAL OF ORGANOMETALLIC CHEMISTRY (2012)

Review Chemistry, Multidisciplinary

C-H Activation for the Construction of C-B Bonds

Ibraheem A. I. Mkhalid et al.

CHEMICAL REVIEWS (2010)

Article Chemistry, Multidisciplinary

C-H Bond Activation/Borylation of Furans and Thiophenes Catalyzed by a Half-Sandwich Iron N-Heterocyclic Carbene Complex

Tsubasa Hatanaka et al.

CHEMISTRY-AN ASIAN JOURNAL (2010)

Article Environmental Sciences

The Rise and Fall of Organometallic Additives in Automotive Gasoline

Gil Oudijk

ENVIRONMENTAL FORENSICS (2010)

Article Chemistry, Multidisciplinary

Metal-free conversion of methane and cycloalkanes to amines and amides by employing a borylnitrene

Holger F. Bettinger et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2008)