Accessing secondary amine containing fine chemicals and polymers with an earth-abundant hydroaminoalkylation catalyst

Article Polymer Science

Amine-Containing Monomers for Ring-Opening Metathesis Polymerization: Understanding Chelate Effects in Aryl- and Alkylamine-Functionalized Polyolefins

Nirmalendu Kuanr et al.

Summary: This study investigated the synthesis of amine-functionalized monomers through ROMP process. The results showed that the amine functionality in the monomers has a significant influence on the polymerization rate and catalytic process.

MACROMOLECULES (2022)

添加到收藏夹

Review Chemistry, Multidisciplinary

Hydroaminoalkylation for the Catalytic Addition of Amines to Alkenes or Alkynes: Diverse Mechanisms Enable Diverse Substrate Scope

Rebecca C. DiPucchio et al.

Summary: Hydroaminoalkylation is an efficient catalytic reaction for the reaction of amines with alkenes and alkynes. This reaction has potential applications in the pharmaceutical, agrochemical, and fine chemical industries, as well as in materials science. Different catalysts mediate hydroaminoalkylation through distinct mechanisms. Despite some barriers, further developments and applications of this reaction can be achieved by improving catalyst stability and reaction conditions.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2022)

添加到收藏夹

Article Chemistry, Multidisciplinary

Titanium-Catalyzed Intermolecular Hydroaminoalkylation of Alkenes with Tertiary Amines

Dennis Geik et al.

Summary: A novel cationic titanium catalyst system was developed for intermolecular hydroaminoalkylation of alkenes with tertiary alkylamines, resulting in excellent regioselectivity towards branched products. Interestingly, alpha-C-H bond activation was observed not only at N-methyl but also at N-methylene groups for selected amines.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2021)

添加到收藏夹

Article Polymer Science

Commodity Polymers to Functional Aminated Materials: Single-Step and Atom-Economic Synthesis by Hydroaminoalkylation

Sabrina S. Scott et al.

Summary: Hydroaminoalkylation is a promising method for catalytically preparing amine-functionalized polymers, allowing for a single-step reaction at large scale without the need for protection/deprotection protocols typically required for secondary amine synthesis. This method is atom economic and demonstrates the utility of reactive and unprotected amine terminus for further modifications.

ACS MACRO LETTERS (2021)

添加到收藏夹

Article Polymer Science

Metal-Catalyzed Postpolymerization Strategies for Polar Group Incorporation into Polyolefins Containing C-C, C=C, and Aromatic Rings

Gabriel Menendez Rodriguez et al.

Summary: This contribution provides the current state of the art of metal-catalyzed modification of polyolefins and subsequent polar group incorporation. The direct synthesis from polar monomers is often precluded by catalyst poisoning or uncontrolled side reactions, so modifying a previously prepared polymer through a postpolymerization route is a common alternative. Polyolefins, especially the saturated ones, are challenging substrates to work with due to the limited potential reaction sites within the polymer.

MACROMOLECULES (2021)

添加到收藏夹

Article Chemistry, Physical

Ureate Titanium Catalysts for Hydroaminoalkylation: Using Ligand Design to Increase Reactivity and Utility

Manfred Manssen et al.

Summary: Hydroaminoalkylation involves the catalytic synthesis of amines from easily accessible amine and alkene feedstocks, utilizing a cost-efficient titanium catalyst with high catalytic activity and regioselectivity. The synthesized amine-containing monomers are suitable for generating amine-containing materials and building blocks for medicinal chemistry.

ACS CATALYSIS (2021)

添加到收藏夹

Article Chemistry, Multidisciplinary

Direct, Catalytic α-Alkylation of N-Heterocycles by Hydroaminoalkylation: Substrate Effects for Regiodivergent Product Formation

Rebecca C. DiPucchio et al.

Summary: This study presents a method for the direct alkylation of unprotected amine heterocycles using an early transition-metal system, allowing for short reaction times and selective formation of branched reaction products in most cases. By avoiding the use of high loadings of precious metal catalysts, this method offers a more efficient approach to alkylate saturated N-heterocycles.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2021)

添加到收藏夹

Article Materials Science, Multidisciplinary

Catalytic Amine Functionalization and Polymerization of Cyclic Alkenes Creates Adhesive and Self-Healing Materials

Damon J. Gilmour et al.

Summary: The successful catalytic synthesis of amine-functionalized polyolefins transforms simple starting materials into polar-functionalized polymers with complete atom economy. These materials exhibit tunable rheological properties, autonomous self-healing, and unexpected adhesion to PTFE through dynamic associative interactions like hydrogen bonding.

ACS APPLIED POLYMER MATERIALS (2021)

添加到收藏夹

Article Chemistry, Multidisciplinary

Fast Titanium-Catalyzed Hydroaminomethylation of Alkenes and the Formal Conversion of Methylamine

Jens Bielefeld et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

添加到收藏夹

Review Chemistry, Multidisciplinary

New Strategies for the Transition-Metal Catalyzed Synthesis of Aliphatic Amines

Aaron Trowbridge et al.

CHEMICAL REVIEWS (2020)

添加到收藏夹

Article Chemistry, Multidisciplinary

Titanium-Catalyzed Hydroaminoalkylation of Ethylene

Michael Rosien et al.

CHEMISTRY-A EUROPEAN JOURNAL (2020)

添加到收藏夹

Review Chemistry, Multidisciplinary

Stimuli-responsive chitosan as an advantageous platform for efficient delivery of bioactive agents

Parinaz Sabourian et al.

JOURNAL OF CONTROLLED RELEASE (2020)

添加到收藏夹

Article Polymer Science

Dynamic Cross-Linking of Catalytically Synthesized Poly(Aminonorbornenes)

Nirmalendu Kuanr et al.

MACROMOLECULES (2020)

添加到收藏夹

Article Chemistry, Multidisciplinary

Cyclic Ureate Tantalum Catalyst for Preferential Hydroaminoalkylation with Aliphatic Amines: Mechanistic Insights into Substrate Controlled Reactivity

Pargol Daneshmand et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2020)

添加到收藏夹

Article Polymer Science

The post-modification of polyolefins with emerging synthetic methods

Christopher M. Plummer et al.

POLYMER CHEMISTRY (2020)

添加到收藏夹

Review Chemistry, Multidisciplinary

Titanium catalysis for the synthesis of fine chemicals - development and trends

Manfred Manssen et al.

CHEMICAL SOCIETY REVIEWS (2020)

添加到收藏夹

Article Chemistry, Inorganic & Nuclear

New Titanium Complexes and Their Use in Hydroamination and Hydroaminoalkylation Reactions

Jens Bielefeld et al.

EUROPEAN JOURNAL OF INORGANIC CHEMISTRY (2019)

添加到收藏夹

Article Chemistry, Multidisciplinary

Merging Regiodivergent Catalysis with Atom-Economical Radical Arylation

Felix Muehlhaus et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2019)

添加到收藏夹

Article Chemistry, Physical

Dative Directing Group Effects in Ti-Catalyzed [2+2+1] Pyrrole Synthesis: Chemo- and Regioselective Alkyne Heterocoupling

Hsin-Chun Chiu et al.

ACS CATALYSIS (2019)

添加到收藏夹

Article Chemistry, Multidisciplinary

Metrics of Green Chemistry and Sustainability: Past, Present, and Future

Roger A. Sheldon

ACS SUSTAINABLE CHEMISTRY & ENGINEERING (2018)

添加到收藏夹

Article Chemistry, Multidisciplinary

Trimethylsilyl-Protected Alkynes as Selective Cross-Coupling Partners in Titanium-Catalyzed [2+2+1] Pyrrole Synthesis

Hsin-Chun Chiu et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2018)

添加到收藏夹

Article Chemistry, Multidisciplinary

Catalytic and Atom-Economic Cs-p3-C-sp3 Bond Formation: AlkylTantalum Ureates for Hydroaminoalkylation

Rebecca C. DiPucchio et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2018)

添加到收藏夹

Review Chemistry, Multidisciplinary

Tandem Hydroaminomethylation Reaction to Synthesize Amines from Alkenes

Philippe Kalck et al.

CHEMICAL REVIEWS (2018)

添加到收藏夹

Article Chemistry, Multidisciplinary

Cp2TiX Complexes for Sustainable Catalysis in Single-Electron Steps

Ruben B. Richrath et al.

CHEMISTRY-A EUROPEAN JOURNAL (2018)

添加到收藏夹

Article Chemistry, Organic

Propargylation of Ugi Amide Dianion: An Entry into Pyrrolidinone and Benzoindolizidine Alkaloid Analogues

Alaa Zidan et al.

ORGANIC LETTERS (2018)

添加到收藏夹

Review Chemistry, Multidisciplinary

Recent Developments in the Scope, Practicality, and Mechanistic Understanding of Enantioselective Hydroformylation

Anna C. Brezny et al.

ACCOUNTS OF CHEMICAL RESEARCH (2018)

添加到收藏夹

Article Polymer Science

Long-Chain Hyperbranched Comb Block Copolymers: Synthesis, Microstructure, Rheology, and Thermal Behavior

Carlos R. Lopez-Barron et al.

MACROMOLECULES (2018)

添加到收藏夹

Article Chemistry, Inorganic & Nuclear

Titanium Catalysts with Linked Indenyl Amido Ligands for Hydroamination and Hydroaminoalkylation Reactions

Stefan H. Rohjans et al.

ORGANOMETALLICS (2018)

添加到收藏夹

Article Chemistry, Inorganic & Nuclear

Ta-Catalyzed Hydroaminoalkylation of Alkenes: Insights into Ligand-Modified Reactivity Using DFT

Damon J. Gilmour et al.

ORGANOMETALLICS (2018)

添加到收藏夹

Article Chemistry, Multidisciplinary

Early transition metal-catalyzed C-H alkylation: hydroaminoalkylation for C-sp(3)-C-sp(3) bond formation in the synthesis of selectively substituted amines

P. M. Edwards et al.

CHEMICAL COMMUNICATIONS (2018)

添加到收藏夹

Article Chemistry, Multidisciplinary

The E factor 25 years on: the rise of green chemistry and sustainability

Roger A. Sheldon

GREEN CHEMISTRY (2017)

添加到收藏夹

Article Chemistry, Organic

In Situ Generation of a Regio- and Diastereoselective Hydroaminoalkylation Catalyst Using Commercially Available Starting Materials

Peter M. Edwards et al.

ORGANIC LETTERS (2017)

添加到收藏夹

Article Chemistry, Multidisciplinary

Dimethylamine as a Substrate in Hydroaminoalkylation Reactions

Jens Bielefeld et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2017)

添加到收藏夹

Article Chemistry, Multidisciplinary

Catalytic formal [2+2+1] synthesis of pyrroles from alkynes and diazenes via Ti-II/Ti-IV redox catalysis

Zachary W. Gilbert et al.

NATURE CHEMISTRY (2016)

添加到收藏夹

Article Chemistry, Multidisciplinary

Synthesis of Dihydropyrrolizine and Tetrahydroindolizine Scaffolds from Pyrroles by Titanocene(III) Catalysis

Sven Hildebrandt et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2016)

添加到收藏夹

Article Oncology

CAT3, a novel agent for medulloblastoma and glioblastoma treatment, inhibits tumor growth by disrupting the Hedgehog signaling pathway

Ju Chen et al.

CANCER LETTERS (2016)

添加到收藏夹

Article Chemistry, Multidisciplinary

Synthetic Reactions Using Low-valent Titanium Reagents Derived from Ti(OR)4 or CpTiX3 (X=O-i-Pr or Cl) in the Presence of Me3SiCl and Mg

Sentaro Okamoto

CHEMICAL RECORD (2016)

添加到收藏夹

Review Chemistry, Multidisciplinary

Supramolecular polymer networks: hydrogels and bulk materials

Lenny Voorhaar et al.

CHEMICAL SOCIETY REVIEWS (2016)

添加到收藏夹

Article Polymer Science

Catalytic Synthesis of Secondary Amine-Containing Polymers: Variable Hydrogen Bonding for Tunable Rheological Properties

Mitchell R. Perry et al.

MACROMOLECULES (2016)

添加到收藏夹

Review Chemistry, Multidisciplinary

Exploration of Earth-Abundant Transition Metals (Fe, Co, and Ni) as Catalysts in Unreactive Chemical Bond Activations

Bo Su et al.

ACCOUNTS OF CHEMICAL RESEARCH (2015)

添加到收藏夹

Article Chemistry, Applied

An Aminopyridinato Titanium Catalyst for the Intramolecular Hydroaminoalkylation of Secondary Aminoalkenes

Jaika Doerfler et al.

ADVANCED SYNTHESIS & CATALYSIS (2015)

添加到收藏夹

Article Chemistry, Multidisciplinary

Cationic Titanocene(III) Complexes for Catalysis in Single-Electron Steps

Andreas Gansaeuer et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2015)

添加到收藏夹

Article Chemistry, Multidisciplinary

Efficient Access to Titanaaziridines by C-H Activation of N-Methylanilines at Ambient Temperature

Manfred Manssen et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2015)

添加到收藏夹

Article Chemistry, Inorganic & Nuclear

Intermolecular hydroaminoalkylation of alkenes and dienes using a titanium mono(formamidinate) catalyst

Jaika Doerfler et al.

DALTON TRANSACTIONS (2015)

添加到收藏夹

Article Chemistry, Organic

Enantioselective synthesis of benzoindolizidine derivatives using chiral phase-transfer catalytic intramolecular domino aza-Michael addition/alkylation

Jiajia Guo et al.

ORGANIC & BIOMOLECULAR CHEMISTRY (2015)

添加到收藏夹

Article Chemistry, Inorganic & Nuclear

A New N-Trityl-Substituted Aminopyridinato Titanium Catalyst for Hydroamination and Hydroaminoalkylation Reactions - Unexpected Intramolecular C-H Bond Activation

Lars H. Luehning et al.

ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE (2015)

添加到收藏夹

Article Chemistry, Multidisciplinary

A 2,6-Bis(phenylamino)pyridinato Titanium Catalyst for the Highly Regioselective Hydroaminoalkylation of Styrenes and 1,3-Butadienes

Jaika Doerfler et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2014)

添加到收藏夹

Article Engineering, Environmental

Influence of long-chain alkylamine-modifled graphene oxide on the crystallization, mechanical and electrical properties of isotactic polypropylene nanocomposites

Sung Hun Ryu et al.

CHEMICAL ENGINEERING JOURNAL (2014)

添加到收藏夹

Review Infectious Diseases

Alkaloids: An overview of their antibacterial, antibiotic-enhancing and antivirulence activities

T. P. Tim Cushnie et al.

INTERNATIONAL JOURNAL OF ANTIMICROBIAL AGENTS (2014)

添加到收藏夹

Article Chemistry, Multidisciplinary

Aminopyridinato Titanium Catalysts for the Hydroaminoalkylation of Alkenes and Styrenes

Jaika Doerfler et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2013)

添加到收藏夹

Article Chemistry, Multidisciplinary

Titanium-Catalyzed Intermolecular Hydroaminoalkylation of Conjugated Dienes

Till Preuss et al.

CHEMISTRY-A EUROPEAN JOURNAL (2013)

添加到收藏夹

Article Chemistry, Organic

Tantalum Catalyzed Hydroaminoalkylation for the Synthesis of α- and β-Substituted N-Heterocycles

Philippa R. Payne et al.

ORGANIC LETTERS (2013)

添加到收藏夹

Article Chemistry, Organic

Terminal functionalization of atactic polypropylene: a new soluble polymer support

Binhong Lin et al.

TETRAHEDRON LETTERS (2013)

添加到收藏夹

Review Chemistry, Multidisciplinary

Applied Hydroformylation

Robert Franke et al.

CHEMICAL REVIEWS (2012)

添加到收藏夹

Article Chemistry, Multidisciplinary

Choosing the Greenest Synthesis: A Multivariate Metric Green Chemistry Exercise

Sean M. Mercer et al.

JOURNAL OF CHEMICAL EDUCATION (2012)

添加到收藏夹

Review Chemistry, Multidisciplinary

The Methylation Effect in Medicinal Chemistry

Eliezer J. Barreiro et al.

CHEMICAL REVIEWS (2011)

添加到收藏夹

Article Engineering, Chemical

Amino-Functionalized Polyethylene for Enhancing the Adhesion between Polyolefins and Polyurethanes

Shingo Kobayashi et al.

INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH (2011)

添加到收藏夹

Article Chemistry, Multidisciplinary

[Ind(2)TiMe(2)]: A Catalyst for the Hydroaminomethylation of Alkenes and Styrenes

Raphael Kubiak et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2010)

添加到收藏夹

Article Chemistry, Physical

Systematic Post-assembly Modification of Graphene Oxide Paper with Primary Alkylamines

Sasha Stankovich et al.

CHEMISTRY OF MATERIALS (2010)

添加到收藏夹

Article Plant Sciences

Indolizidine, Antiinfective and Antiparasitic Compounds from Prosopis glandulosa var. glandulosa

Volodymyr Samoylenko et al.

JOURNAL OF NATURAL PRODUCTS (2009)

添加到收藏夹

Review Biochemistry & Molecular Biology

Indolizidine and quinolizidine alkaloids

Joseph P. Michael

NATURAL PRODUCT REPORTS (2008)

添加到收藏夹

Article Chemistry, Organic

Directed branched-regioselective hydroformylation of 2-substituted allylic o-DPPB esters

Bernhard Breit et al.

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (2007)

添加到收藏夹

Article Chemistry, Organic

An improved protocol for the selective hydroaminomethylation of arylethylenes

L Routaboul et al.

TETRAHEDRON LETTERS (2005)

添加到收藏夹

Review Chemistry, Multidisciplinary

Post-polymerization functionalization of polyolefins

NK Boaen et al.

CHEMICAL SOCIETY REVIEWS (2005)

添加到收藏夹

Review Chemistry, Multidisciplinary

The Pauson-Khand reaction, a powerful synthetic tool for the synthesis of complex molecules

J Blanco-Urgoiti et al.

CHEMICAL SOCIETY REVIEWS (2004)

添加到收藏夹

Article Chemistry, Multidisciplinary

Fifty years of Ziegler catalysts: Consequences and development of an invention

G Wilke

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2003)

添加到收藏夹

Article Polymer Science

Homogeneous reactive coupling of terminally functional polymers

CA Orr et al.

POLYMER (2001)

添加到收藏夹

Review Biochemistry & Molecular Biology

Indolizidine and quinolizidine alkaloids

JP Michael

NATURAL PRODUCT REPORTS (2001)

添加到收藏夹

Article Engineering, Chemical

Assessing safety, health, and environmental impact early during process development

G Koller et al.

INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH (2000)

添加到收藏夹

Accessing secondary amine containing fine chemicals and polymers with an earth-abundant hydroaminoalkylation catalyst

相关参考文献

导出引文

分享论文