Reactivity of 3-nitroindoles with electron-rich species

Rkein, Batoul; Bigot, Antoine; Birbaum, Léo; Manneveau, Maxime; Paolis, Michaël De; Legros, Julien; Chataigner, Isabelle

doi:10.1039/d0cc06658c

Cited by 55 publications

(33 citation statements)

References 68 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…An exception to this is a hard short-circuit, where Li dendrite formation has resulted in direct electrical contact between the anode and cathode and inductive behaviour is observed. [25] Temperature and pressure are important parameters in ASB research. The ionic conductivity is temperature-activated and commonly assigned an Arrhenius-like temperature dependence [Equation ( 7)]:…”

Section: Cell Designmentioning

confidence: 99%

Electrochemical Impedance Spectroscopy for All‐Solid‐State Batteries: Theory, Methods and Future Outlook

et al. 2021

View full text Add to dashboard Cite

Electrochemical impedance spectroscopy (EIS) is widely used to probe the physical and chemical processes in lithium (Li)-ion batteries (LiBs). The key parameters include state-of-charge, rate capacity or power fade, degradation and temperature dependence, which are needed to inform battery management systems as well as for quality assurance and monitoring. All-solid-state batteries using a solid-state electrolyte (SE), promise greater energy densities via a Li metal anode as well as enhanced safety, but their development is in its nascent stages and the EIS measurement, cell set-up and modelling approach can be vastly different for various SE chemistries and cell configurations. This review aims to condense the current knowledge of EIS in the context of state-of-the-art solid-state electrolytes and batteries, with a view to advancing their scale-up from the laboratory to commercial deployment. Experimental and modelling best practices are highlighted, as well as emerging impedance methods for conventional LiBs as a guide for opportunities in the solid-state.

show abstract

Section: Cell Designmentioning

confidence: 99%

Electrochemical Impedance Spectroscopy for All‐Solid‐State Batteries: Theory, Methods and Future Outlook

et al. 2021

View full text Add to dashboard Cite

show abstract

“…[ 12b,88 ] However, short circuiting caused by Li dendrites was still observed for the Li 6.75 La 3 Zr 1.75 Ta 0.25 O 12 electrolyte because Li dendrites can grow through the grain boundaries and internal interconnected pores within Li 6.75 La 3 Zr 1.75 Ta 0.25 O 12 . [ 89 ] Therefore, the issue of Li dendrite growth cannot be ignored for inorganic SEs. Generally, introducing a buffer layer between the SEs and Li anode has been proved to be effective in suppressing Li dendrite growth.…”

Section: Se Modificationsmentioning

confidence: 99%

Toward High Performance All‐Solid‐State Lithium Batteries with High‐Voltage Cathode Materials: Design Strategies for Solid Electrolytes, Cathode Interfaces, and Composite Electrodes

Duan

Jia

et al. 2021

Advanced Energy Materials

View full text Add to dashboard Cite

All-solid-state lithium batteries (ASSLBs) with nonflammable solid electrolytes (SEs) deliver greatly enhanced safety characteristics. Furthermore, ASSLBs composed of cathodes with high working voltages, such as LiCoO 2 , LiNi x Co y Mn z O 2 (x + y + z = 1, NCM), LiNi x Co y Al z O 2 (x + y + z = 1, NCA), LiMn x Fe y PO 4 (x + y = 1, LMFP), and LiNi 0.5 Mn 1.5 O 4 (LNMO), and a lithium metal anode can achieve comparable or better performance compared with that of LLBs in terms of energy density. Therefore, high-voltage ASSLBs have been regarded as the most promising next-generation batteries. Although significant progress has been achieved in high-voltage ASSLBs research, their development still faces multiple challenges. To facilitate further effective and target-oriented research on highvoltage ASSLBs, a summary of recent research progress is urgently needed. In this review, recent research progress in high-voltage ASSLBs is summarized from the perspectives of SEs modification, interfacial challenges and their corresponding solutions for cathodes, and high-voltage composite cathode design for practical applications. Finally, the authors' perspectives on the state of current ASSLBs research, aiming to propose possible research directions for the future development of high-voltage ASSLBs.

show abstract

“…[5] On the other hand, the dearomatization of electron-deficient indoles has also been recognized as a complementary method to access densely functionalized indolines. [6] Particularly, the dearomative cyclization of 3-nitroindoles with a series of amphiphilic reagents leads to the installation of a nucleophile and an electrophile at the C2 and C3 positions of the indole ring, respectively (Scheme 1 b). [7] Encouraged by these literature precedents, we recently applied the NAAA strategy to the Pd-catalyzed dearomatization of 3-nitroindoles with allyl methyl carbonates (Scheme 1 c).…”

Section: Palladium-catalyzedallylicsubstitutionreactionhasbecomementioning

confidence: 99%

Palladium‐Catalyzed Dearomative Methoxyallylation of 3‐Nitroindoles with Allyl Carbonates

2021

View full text Add to dashboard Cite

Herein we report a Pd‐catalyzed dearomative methoxyallylation of 3‐nitroindoles with readily available allyl carbonates. Good yields (up to 86 %) and diastereoselectivity (up to >20:1 dr) are obtained for a wide range of substrates. The compatibility of gram‐scale synthesis and the relatively low catalyst loading (down to 1 mol % of [Pd]) enhance the practicality of this method. The kinetic experiments indicate that the rate‐determining step of this reaction is the nucleophilic attack of the alkoxide anion.

show abstract

Reactivity of 3-nitroindoles with electron-rich species

Abstract: The indol(in)e building block is one of the “privileged-structures” for the pharmaceutical industry since this fragment plays a central role in drug discovery. While the electron-rich character of the indole...

Cited by 55 publications

References 68 publications

Electrochemical Impedance Spectroscopy for All‐Solid‐State Batteries: Theory, Methods and Future Outlook

Electrochemical Impedance Spectroscopy for All‐Solid‐State Batteries: Theory, Methods and Future Outlook

Toward High Performance All‐Solid‐State Lithium Batteries with High‐Voltage Cathode Materials: Design Strategies for Solid Electrolytes, Cathode Interfaces, and Composite Electrodes

Palladium‐Catalyzed Dearomative Methoxyallylation of 3‐Nitroindoles with Allyl Carbonates

Contact Info

Product

Resources

About