The remarkable selectivity of the 2-arylquinoline-based acyl hydrazones toward copper salts: exploration of their catalytic applications in the copper catalysed N-arylation of indole derivatives and C1-alkynylation of tetrahydroisoquinolines via the A3 reaction

2021 ◽  
Vol 45 (1) ◽  
pp. 243-250
Author(s):  
Carlos A. Echeverry-Gonzalez ◽  
Marlyn Catalina Ortiz Villamizar ◽  
Vladimir V. Kouznetsov
Keyword(s):  
Chemical Transformations ◽  
Indole Derivatives ◽  
Copper Salts ◽  
Metal Ligands ◽  
Catalytic Applications

Different selective 2-arylquinoline-based acyl hydrazones toward copper(i) salts were synthesised, characterized and studied their applicability as metal ligands in diverse chemical transformations.

scholarly journals Catalytic Applications of CeO2-Based Materials

Catalysts ◽  
2020 ◽  
Vol 10 (5) ◽  
pp. 576
Author(s):  
Antonio Vita
Keyword(s):  
Metal Oxides ◽  
Energy Conversion ◽  
Environmental Applications ◽  
Chemical Transformations ◽  
Energy Conversion Systems ◽  
Catalytic Applications

Among the metal-oxides, ceria represents one of the most promising materials for chemical transformations mainly for environmental applications and energy conversion systems [...]

scholarly journals Chronicle of Nanocelluloses (NCs) for Catalytic Applications: Key Advances

Catalysts ◽  
2021 ◽  
Vol 11 (1) ◽  
pp. 96
Author(s):  
Loredana Maiuolo ◽  
Vincenzo Algieri ◽  
Fabrizio Olivito ◽  
Matteo Antonio Tallarida ◽  
Paola Costanzo ◽  
...  
Keyword(s):  
Organic Synthesis ◽  
Medical Devices ◽  
Current Knowledge ◽  
Cellulose Nanofibers ◽  
Chemical Transformations ◽  
Bacterial Nanocellulose ◽  
Catalytic Applications ◽  
Sustainable Materials ◽  
The Many ◽  
Chemical Groups

Nanocellulose (NC) is a biomaterial with growing interest in the field of nanocomposites and sustainable materials. NC has various applications including biodegradable materials, reinforcing agents, packaging films, transpiring membranes and medical devices. Among the many applications, the use of NC functionalized with organic and inorganic groups has found wide use as a catalyst in chemical transformations. The goal of this review is to collect the current knowledge on its catalytic applications for chemical groups conversion. We have chosen to organize the manuscript according to subdivision of NC into Bacterial Nanocellulose (BNC), Cellulose Nanocrystals (CNCs), and Cellulose Nanofibers (CNFs) and their role as inorganic- and organic-functionalized NC-catalysts in organic synthesis. However, in consideration of the fact that the literature on this field is very extensive, we have decided to focus our attention on the scientific productions of the last five years.

scholarly journals Indolylboronic Acids: Preparation and Applications

Molecules ◽  
2019 ◽  
Vol 24 (19) ◽  
pp. 3523
Author(s):  
Marek Čubiňák ◽  
Tereza Edlová ◽  
Peter Polák ◽  
Tomáš Tobrman
Keyword(s):  
Biological Activities ◽  
Chemical Transformations ◽  
Indole Derivatives ◽  
Material Chemistry

Indole derivatives are associated with a variety of both biological activities and applications in the field of material chemistry. A number of different strategies for synthesizing substituted indoles by means of the reactions of indolylboronic acids with electrophilic compounds are considered the methods of choice for modifying indoles because indolylboronic acids are easily available, stable, non-toxic and new reactions using indolylboronic acids have been described in the literature. Thus, the aim of this review is to summarize the methods available for the preparation of indolylboronic acids as well as their chemical transformations. The review covers the period 2010–2019.

Catalytic enantioselective synthesis of indolizino[8,7-b]indole alkaloid derivatives based on the tandem reaction of tertiary enamides

2021 ◽  
Author(s):  
Xin-Ming Xu ◽  
Ming Xie ◽  
Jiazhu Li ◽  
Mei-Xiang Wang
Keyword(s):  
Indole Alkaloid ◽  
Enantioselective Synthesis ◽  
High Yield ◽  
Tandem Reaction ◽  
Indole Derivatives

An exquisite Pybox/Cu(OTf)2-catalyzed asymmetric tandem reaction of tertiary enamides was developed, which enabled the expeditious synthesis of indolizino[8,7-b]indole derivatives in high yield, excellent enantioselectivity and diastereoselectivity.

Computationally-Guided Investigation of Dual Amine/pi Lewis Acid Catalysts for Direct Additions of Aldehydes and Ketones to Unactivated Alkenes and Alkynes

2020 ◽  
Author(s):  
Eric Greve ◽  
Jacob D. Porter ◽  
Chris Dockendorff
Keyword(s):  
Lewis Acid ◽  
Density Functional ◽  
Acid Catalyst ◽  
Metal Catalyst ◽  
Catalyst Poisoning ◽  
Lewis Acid Catalysts ◽  
Metal Ligands ◽  
Aldehydes And Ketones ◽  
Lewis Acid Catalyst ◽  
Catalyst Systems

Dual amine/pi Lewis acid catalyst systems have been reported for intramolecular direct additions of aldehydes/ketones to unactivated alkynes and occasionally alkenes, but related intermolecular reactions are rare and not presently of significant synthetic utility, likely due to undesired coordination of enamine intermediates to the metal catalyst. We reasoned that bulky metal ligands and bulky amine catalysts could minimize catalyst poisoning and could facilitate certain examples of direct intermolecular additions of aldehyde/ketones to alkenes/alkynes. Density Functional Theory (DFT) calculations were performed that suggested that PyBOX-Pt(II) catalysts for alkene/alkyne activation could be combined with MacMillan’s imidazolidinone organocatalyst for aldehyde/ketone activation to facilitate desirable C-C bond formations, and certain reactions were calculated to be more exergonic than catalyst poisoning pathways. As calculated, preformed enamines generated from the MacMillan imidazolidinone did not displace ethylene from a biscationic (<i>t</i>-Bu)PyBOX-Pt<sup>2+</sup>complex, but neither were the desired C-C bond formations observed under several different conditions.

Computationally-Guided Investigation of Dual Amine/pi Lewis Acid Catalysts for Direct Additions of Aldehydes and Ketones to Unactivated Alkenes and Alkynes

2020 ◽  
Author(s):  
Eric Greve ◽  
Jacob D. Porter ◽  
Chris Dockendorff
Keyword(s):  
Lewis Acid ◽  
Density Functional ◽  
Acid Catalyst ◽  
Metal Catalyst ◽  
Catalyst Poisoning ◽  
Lewis Acid Catalysts ◽  
Metal Ligands ◽  
Aldehydes And Ketones ◽  
Lewis Acid Catalyst ◽  
Catalyst Systems

Dual amine/pi Lewis acid catalyst systems have been reported for intramolecular direct additions of aldehydes/ketones to unactivated alkynes and occasionally alkenes, but related intermolecular reactions are rare and not presently of significant synthetic utility, likely due to undesired coordination of enamine intermediates to the metal catalyst. We reasoned that bulky metal ligands and bulky amine catalysts could minimize catalyst poisoning and could facilitate certain examples of direct intermolecular additions of aldehyde/ketones to alkenes/alkynes. Density Functional Theory (DFT) calculations were performed that suggested that PyBOX-Pt(II) catalysts for alkene/alkyne activation could be combined with MacMillan’s imidazolidinone organocatalyst for aldehyde/ketone activation to facilitate desirable C-C bond formations, and certain reactions were calculated to be more exergonic than catalyst poisoning pathways. As calculated, preformed enamines generated from the MacMillan imidazolidinone did not displace ethylene from a biscationic (<i>t</i>-Bu)PyBOX-Pt<sup>2+</sup>complex, but neither were the desired C-C bond formations observed under several different conditions.

BODIPY Fluorophores for Membrane Potential Imaging

2019 ◽  
Author(s):  
Jenna Franke ◽  
Benjamin Raliski ◽  
Steven Boggess ◽  
Divya Natesan ◽  
Evan Koretsky ◽  
...  
Keyword(s):  
Mammalian Cells ◽  
Water Solubility ◽  
Water Soluble ◽  
Voltage Sensitivity ◽  
Chemical Transformations ◽  
Direct Modification ◽  
Biological Compatibility ◽  
Meso Position ◽  
Ionizable Groups ◽  
Boron Center

Fluorophores based on the BODIPY scaffold are prized for their tunable excitation and emission profiles, mild syntheses, and biological compatibility. Improving the water-solubility of BODIPY dyes remains an outstanding challenge. The development of water-soluble BODIPY dyes usually involves direct modification of the BODIPY fluorophore core with ionizable groups or substitution at the boron center. While these strategies are effective for the generation of water-soluble fluorophores, they are challenging to implement when developing BODIPY-based indicators: direct modification of BODIPY core can disrupt the electronics of the dye, complicating the design of functional indicators; and substitution at the boron center often renders the resultant BODIPY incompatible with the chemical transformations required to generate fluorescent sensors. In this study, we show that BODIPYs bearing a sulfonated aromatic group at the meso position provide a general solution for water-soluble BODIPYs. We outline the route to a suite of 5 new sulfonated BODIPYs with 2,6-disubstitution patterns spanning a range of electron-donating and -withdrawing propensities. To highlight the utility of these new, sulfonated BODIPYs, we further functionalize them to access 13 new, BODIPY-based voltage-sensitive fluorophores. The most sensitive of these BODIPY VF dyes displays a 48% ΔF/F per 100 mV in mammalian cells. Two additional BODIPY VFs show good voltage sensitivity (≥24% ΔF/F) and excellent brightness in cells. These compounds can report on action potential dynamics in both mammalian neurons and human stem cell-derived cardiomyocytes. Accessing a range of substituents in the context of a water soluble BODIPY fluorophore provides opportunities to tune the electronic properties of water-soluble BODIPY dyes for functional indicators.

Sign in / Sign up

Export Citation Format

Share Document