Renewable Solvents for Palladium-Catalyzed Carbonylation Reactions DOI Creative Commons
Aya Ismael, Ashot Gevorgyan, Troels Skrydstrup

и другие.

Organic Process Research & Development, Год журнала: 2020, Номер 24(11), С. 2665 - 2675

Опубликована: Сен. 4, 2020

Solvents constitute the largest component for many chemical processes and substitution of nonrenewable solvents is a longstanding goal green chemistry. Here, we show that Pd-catalyzed carbonylative couplings, such as cross-couplings, aminocarbonylations, alkoxycarbonylations, can be successfully realized using renewable solvents. The present research covers not only well-established solvents, 2-methyltetrahydrofuran (2MeTHF), limonene, dimethyl carbonate, but also recently introduced biomass-derived 1,1-diethoxyethane, isosorbide ether, eucalyptol, rose oxide, γ-terpinene, α-pinene. coupling boronic acids aryl bromides works well in limonene. Aminocarbonylation gave excellent results α-pinene, while alkoxycarbonylation was successful 2MeTHF, carbonate. developed methods based on used synthesis commercial drug Trimetozine an analogue Itopride.

Язык: Английский

Cobaltaelectro-Catalyzed Oxidative C–H/N–H Activation with 1,3-Diynes by Electro-Removable Hydrazides DOI
Ruhuai Mei, Wenbo Ma,

Yin Zhang

и другие.

Organic Letters, Год журнала: 2019, Номер 21(16), С. 6534 - 6538

Опубликована: Июль 31, 2019

An efficient electro-oxidative C–H/N–H activation with 1,3-diynes has been achieved a robust earth-abundant cobalt catalyst. The electrochemical C–H functionalization was accomplished ample scope and remarkable functional group compatibility in simple undivided cell. This protocol avoids the utilization of stoichiometric cost-intensive chemical oxidants activation, thus forming hydrogen as only byproduct.

Язык: Английский

Процитировано

83

Green strategies for transition metal-catalyzed C–H activation in molecular syntheses DOI Creative Commons
Uttam Dhawa, Nikolaos Kaplaneris, Lutz Ackermann

и другие.

Organic Chemistry Frontiers, Год журнала: 2021, Номер 8(17), С. 4886 - 4913

Опубликована: Янв. 1, 2021

Sustainable strategies for the activation of inert C–H bonds towards improved resource-economy.

Язык: Английский

Процитировано

82

Ruthenium-catalyzed C–H bond functionalization in cascade and one-pot transformations DOI Creative Commons

Rafael Gramage‐Doria,

Christian Bruneau

Coordination Chemistry Reviews, Год журнала: 2020, Номер 428, С. 213602 - 213602

Опубликована: Окт. 15, 2020

Язык: Английский

Процитировано

74

Sustainable flow approaches to active pharmaceutical ingredients DOI
Francesco Ferlin, Daniela Lanari, Luigi Vaccaro

и другие.

Green Chemistry, Год журнала: 2020, Номер 22(18), С. 5937 - 5955

Опубликована: Янв. 1, 2020

This review summarizes the adoption of flow technology for synthesis a variety APIs in period 2015–2020. A major attention has been dedicated to compare batch and procedures by also comparing their sustainability.

Язык: Английский

Процитировано

73

C–H bond functionalization by high-valent cobalt catalysis: current progress, challenges and future perspectives DOI
Lukass Lukasevics, Aleksandrs Cizikovs, Liene Grigorjeva

и другие.

Chemical Communications, Год журнала: 2021, Номер 57(83), С. 10827 - 10841

Опубликована: Янв. 1, 2021

Over the last decade, high-valent cobalt catalysis has earned a place in spotlight as valuable tool for C-H activation and functionalization. Since discovery of its unique reactivity, more attention been directed towards utilization an alternative to noble metal catalysts. In particular, Cp*Co(III) complexes, well simple Co(II) Co(III) salts combination with bidentate chelation assistance, have extensively used development novel transformations. this review, we demonstrated existing trends functionalization methodology using highlighted main challenges overcome, perspective directions, which need be further developed future.

Язык: Английский

Процитировано

69

Quantitative Sustainability Assessment of Flow Chemistry–From Simple Metrics to Holistic Assessment DOI
Volker Hessel, Marc Escribà‐Gelonch, Jodie Bricout

и другие.

ACS Sustainable Chemistry & Engineering, Год журнала: 2021, Номер 9(29), С. 9508 - 9540

Опубликована: Июль 12, 2021

Flow chemistry has changed chemical process designs toward intensification and is generally considered as green methodology. In this connection, perspective provides a more critical holistic view about the sustainability of flow by introducing both simple complex tools for environmental quantitative assessment on providing examples how they were used chemistry. The latter also shows what can add to make processes sustainable. With increasing complexity assessment, metrics, life cycle methodology, circular transition indicators are discussed. way, assessed first level reaction only then moving beyond. chemists very aware principles their metrics. Yet, hardly use circularity analysis not been made. When those assessments used, it usually done researchers with an ecology background. This aims opportunities that provide protecting our planet requires consideration. critically states each three types do limitations are.

Язык: Английский

Процитировано

57

Extensive Screening of Green Solvents for Safe and Sustainable UiO-66 Synthesis DOI Creative Commons
Diletta Morelli Venturi,

Filippo Campana,

Fabio Marmottini

и другие.

ACS Sustainable Chemistry & Engineering, Год журнала: 2020, Номер 8(46), С. 17154 - 17164

Опубликована: Ноя. 11, 2020

Zirconium based metal–organic framework UiO-66 is to date considered one of the benchmark compounds among stable MOFs, and it has attracted huge attention for its employment in many strategic applications. Large scale production industrial purposes requires use safe green solvents, fulfilling chemistry principles able replace N,N-dimethylformamide (DMF), which, despite toxicity, still most efficient solvent obtaining high quality. Herein we report on a survey about 40 different solvents with polarities, boiling points acidities, used laboratory synthesis quality crystals. The were chosen according European REACH Regulation 1907/2006 those having low cost toxicity being fully biodegradable. Concerning MOF synthesis, relevant parameters establishing results obtained are degree crystallinity, microporosity, specific surface area, yield, recyclability. Taking into account also chemical physical properties all color code was assigned order give final assessment synthesis. Defectivity products, acidic modulators, alternative Zr salts have been taken consideration. Preliminary lead conclusion that GVL (γ-valerolactone) promising replacing DMF

Язык: Английский

Процитировано

67

Cobalta-Electrocatalyzed C–H Allylation with Unactivated Alkenes DOI
Uttam Dhawa, Cong Tian, Weizhao Li

и другие.

ACS Catalysis, Год журнала: 2020, Номер 10(11), С. 6457 - 6462

Опубликована: Май 12, 2020

Versatile and robust cobalt catalysis enabled the electrochemical C–H allylation with nonactivated alkenes. In contrast to precious palladium, rhodium, iridium, ruthenium catalysts that are limited electronically activated styrenes acrylates, we herein disclose cobalt-catalyzed electro-oxidative allylations Thus, allylated benzamides were obtained high levels of chemoselectivity, positional selectivity, regioselectivity in biomass-derived solvent γ-valerolactone. Detailed mechanistic studies provided strong support for a base-assisted internal electrophilic-type substitution mechanism key activation step. The cobaltaelectro-catalysis overall achieved resource-economy by avoiding use stoichiometric chemical oxidants, H2 as only byproduct.

Язык: Английский

Процитировано

60

Allenes for Versatile Iron-Catalyzed C–H Activation by Weak O-Coordination: Mechanistic Insights by Kinetics, Intermediate Isolation, and Computation DOI
Antonis M. Messinis, Lars H. Finger, Lianrui Hu

и другие.

Journal of the American Chemical Society, Год журнала: 2020, Номер 142(30), С. 13102 - 13111

Опубликована: Июнь 13, 2020

The iron-catalyzed hydroarylation of allenes was accomplished by weak phenone assistance. C-H activation proceeded with excellent efficacy and high ortho-regioselectivity in proximity to the weakly coordinating carbonyl group for a range substituted phenones allenes. Detailed mechanistic studies, including isolation key intermediates, structural characterization an iron-metallacycle, kinetic analysis, allowed sound elucidation plausible catalytic working mode. This rationale is supported detailed computational density functional theory which fully address multi-spin-state reactivity. Furthermore, operando nuclear magnetic resonance monitoring reaction provided insights into mode action alkylation

Язык: Английский

Процитировано

59

Green solvents for organic thin-film transistor processing DOI
Dongil Ho, Jeongyeon Lee,

Sangyun Park

и другие.

Journal of Materials Chemistry C, Год журнала: 2020, Номер 8(17), С. 5786 - 5794

Опубликована: Янв. 1, 2020

A wide range of green solvents are explored to process TIPS-PEN (6,13-bis(triisopropylsilylethynyl)pentacene), and several other p- n-type organic semiconductors for their potential generality in fabricating thin-film transistors.

Язык: Английский

Процитировано

52