Development and mechanistic investigation of the dehydrogenation of alcohols with an iron(iii) salen catalyst DOI
Nicolai S. B. Hansen, Fabrizio Monda, Frederik Simonsen Bro

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(23), С. 4794 - 4800

Опубликована: Янв. 1, 2023

The iron(III) salen complex (R,R)-N,N'-bis(salicylidene)-1,2-cyclohexanediamineiron(III) chloride has been developed as a catalyst for the acceptorless dehydrogenation of alcohols. catalyzes direct synthesis imines in good yields from different primary alcohols and amines with liberation hydrogen gas. mechanism investigated experimentally labelled substrates theoretically density functional theory calculations. In contrast to corresponding manganese(III) salen-catalyzed dehydrogenation, it not possible identify homogeneous catalytic pathway iron complex. Instead, poisoning experiments trimethylphosphine mercury indicated that catalytically active species are heterogeneous small particles.

Язык: Английский

Research progress in electrochemical/photochemical utilization of methanol as a C1 source DOI
Haitao Tang, Yong-Zhou Pan, Ying‐Ming Pan

и другие.

Green Chemistry, Год журнала: 2023, Номер 25(21), С. 8313 - 8327

Опубликована: Янв. 1, 2023

This review highlights the recent advances in various electrochemical and photochemical reactions using methanol as a sustainable C1 source.

Язык: Английский

Процитировано

39

Multi-Functionality of Methanol in Sustainable Catalysis: Beyond Methanol Economy DOI
Ganesan Sivakumar, Rohit Kumar, Vinita Yadav

и другие.

ACS Catalysis, Год журнала: 2023, Номер 13(22), С. 15013 - 15053

Опубликована: Ноя. 6, 2023

Methanol is a fundamental feedstock and widely used in the chemical petroleum industries. It can serve as C1 source to make variety of C–C C–N bond formation dehydrogenative coupling products, which have important applications natural products drug discovery. A high hydrogen content (12.5 wt%) methanol makes it an effective H2 donor for transfer hydrogenation various reducible functional groups. plethora transition metal-based processes been developed using methanol. Notably, recent review articles focused on aspect However, more updated that examines challenges both C1-source H2-source organic transformations contributing concept economy has not presented yet. This Review summarizes (homogeneous, heterogeneous, photo-) catalyst system C-, N-, O-methylation ketones, alcohols, amides, nitriles, heterocyclic compounds, sulfones, amines, sulfonamides direct N-methylation nitro compounds under borrowing strategy N-formylation amines acceptorless dehydrogenation source. also covers insights into reaction mechanisms role carefully selected ligands metal catalysis activation incorporation -CD3, methylation molecules. Moreover, describes groups such aldehydes, alkynes, with detail.

Язык: Английский

Процитировано

31

The α-trideuteromethylation of arylacetonitriles with deuterated methanol via deuterium autotransfer process catalyzed by a metal-ligand bifunctional iridium catalyst DOI
Deyun Liu, Xiangchao Xu, Peng Zhang

и другие.

Journal of Catalysis, Год журнала: 2024, Номер 430, С. 115301 - 115301

Опубликована: Янв. 18, 2024

Язык: Английский

Процитировано

7

Iron- and Organo-Catalyzed Borrowing Hydrogen for the Stereoselective Construction of Tetrahydropyrans DOI
Anestis Alexandridis,

Thibault Rancon,

Abigail Halliday

и другие.

Organic Letters, Год журнала: 2024, Номер 26(27), С. 5788 - 5793

Опубликована: Июнь 27, 2024

Stereocontrolled oxa-Michael additions are challenging, given the high reversibility of process, which ultimately leads to racemization newly formed stereocenters. When iron-catalyzed borrowing hydrogen from allylic alcohols was combined with a stereocontrolled organocatalytic addition, wide array chiral tetrahydropyrans were efficiently prepared. The reaction could be performed in diastereoselective manner pre-existing stereocenters or enantioselectively achiral substrates. key success reactivity iron complex, selective for alcohol dehydrogenation and irreversibly led final product.

Язык: Английский

Процитировано

6

CO to Isonitrile Substitution in Iron Cyclopentadienone Complexes: A Class of Active Iron Catalysts for Borrowing Hydrogen Strategies DOI

Gaëtan Quintil,

Léa Diebold,

Gibrael Fadel

и другие.

ACS Catalysis, Год журнала: 2024, Номер 14(10), С. 7795 - 7805

Опубликована: Май 6, 2024

Discovering active, cheap iron complexes for eco-compatible borrowing hydrogen transformations constitutes a real challenge. In this context, we developed family of isonitrile-substituted cyclopentadienone complexes. They were successfully applied in traditional amine alkylation with alcohols and, notably, the development photoactivated multicatalytic enantioselective allylic alcohol functionalization. Of importance, catalyst showing greater activity under photoirradiation differs from one most active conventional using chemical activation. This underscores importance incorporating isonitrile ligands readily customizable manner, resulting catalysts complementary reactivities. The characterization their physical properties was complemented by density functional theory calculations to enhance our understanding behavior. Given distinctive disclosed catalysts, application is poised pave way exploring challenging reactivities related catalytic processes.

Язык: Английский

Процитировано

5

Direct use of methanol instead of formaldehyde or paraformaldehyde: Acceptorless dehydrogenative coupling for the synthesis of arylhydrazones catalyzed by a metal–ligand iridium bifunctional catalyst DOI
Beixuan Dong,

Yiqian He,

Xiangchao Xu

и другие.

Journal of Catalysis, Год журнала: 2024, Номер 438, С. 115685 - 115685

Опубликована: Авг. 3, 2024

Язык: Английский

Процитировано

5

Visible light mediated Iron-Catalyzed synthesis of C-3 alkylated Indoles, bisindolylmethanes and flavanones using alcohols DOI
Mohd Waheed, Meshari A. Alsharif, Mohammed Issa Alahmdi

и другие.

Tetrahedron Letters, Год журнала: 2023, Номер 119, С. 154428 - 154428

Опубликована: Март 3, 2023

Язык: Английский

Процитировано

10

Demystifying the recent photochemical and electrochemical tricks on installing the magic methyl group: A comprehensive overview DOI

Feiyang Liao,

Zenghui Wei,

Yunhao Guan

и другие.

Green Chemistry, Год журнала: 2024, Номер 26(14), С. 8161 - 8203

Опубликована: Янв. 1, 2024

The strategic installation of the “magic methyl” group has become highly desirable for drug discovery. This review summarized recent photochemical and electrochemical strategies in installing methyl group.

Язык: Английский

Процитировано

4

Recent Development of Photoinduced Iron-Catalysis in Organic Synthesis DOI Open Access
Qian Dou, Taimin Wang, Lijing Fang

и другие.

Chinese Journal of Organic Chemistry, Год журнала: 2023, Номер 43(4), С. 1386 - 1386

Опубликована: Янв. 1, 2023

In recent years, the development and application of transition metal ruthenium or iridium complexes based photocatalysts have opened up a new research field for organic synthesis, which provides mild efficient strategies construction chemical bonds transformations.In order to enrich types photocatalysts, broaden scope photocatalysis, develop green sustainable chemistry, some low-cost easily available organometallic with copper iron were applied as recently.Iron-complexes feature non-toxicity, rich variety, unique property charge transfer from ligands metals, enable them show extraordinary capability in photocatalytic synthesis.According different reaction types, this review focuses on photoinduced iron-catalysis synthesis including C-H bond functionalization, C-C bifunctionalization alkenes, cross-coupling reaction, decarboxylative selective oxidation reduction.

Язык: Английский

Процитировано

9

Enhancement of Knölker Iron Catalysts for Imine Hydrogenation by Predictive Catalysis: From Calculations to Selective Experiments DOI Creative Commons
Nicolas Joly, Martí Gimferrer, Sílvia Escayola

и другие.

Organometallics, Год журнала: 2023, Номер 42(14), С. 1784 - 1792

Опубликована: Июнь 1, 2023

The reductive amination reaction of imines catalyzed by Knölker-type iron complexes under hydrogen at high pressure is very interesting in synthetic terms. This type an important catalytic challenge, since harsh conditions are necessary and do not occur easily. In a previous work ( Organometallics 2022, 41, 1204−1215), we carried out computational study the mechanism showing that electron-withdrawing groups (EWGs) attached to cyclopentadienone favor imines. synthesis with cyclopentadienones having EWGs straightforward, direct bonding on would lead but undesired dimerization. A possible solution consists addition phenyl substituents these catalysts then introduction rings. We have performed studies using density functional theory (DFT) for analyze efficiency such approach. found some facilitate result has been later confirmed experimentally, therefore, computationally designed new improve performances previously known complexes.

Язык: Английский

Процитировано

9