Linear bis‐Coordinate Silver(I) and Iodine(I) Complexes with R3R2R1N Tertiary Amines DOI Creative Commons
Parveen Kumar,

Joonas Komulainen,

Antonio Frontera

и другие.

Chemistry - A European Journal, Год журнала: 2023, Номер 29(69)

Опубликована: Сен. 8, 2023

Homoleptic [L-I-L]+ iodine(I) complexes (where L is a R3 R2 R1 N tertiary amine) were synthesized via the [L-Ag-L]+ → cation exchange reaction. In solution, amines form [R3 N-Ag-NR1 ]+ silver(I) complexes, which crystallize out from solution as meso-[L-Ag-L]+ characterized by X-ray crystallography. The subsequent analogues extremely reactive and could not be isolated in solid state. Density functional theory (DFT) calculations performed to study Ag+ -N I+ interaction energies with former ranging -80 -100 kJ mol-1 latter -260 -279 . crystal structures revealed ⋅⋅⋅Cπ ⋅⋅⋅H-C short contacts between flexible N-alkyl/N-aryl groups, are first of their kind such precursor complexes.

Язык: Английский

C–H Bond Functionalization of Amines: A Graphical Overview of Diverse Methods DOI Creative Commons

Subhradeep Dutta,

Bowen Li,

Dillon R. L. Rickertsen

и другие.

SynOpen, Год журнала: 2021, Номер 05(03), С. 173 - 228

Опубликована: Июль 1, 2021

This Graphical Review provides a concise overview of the manifold and mechanistically diverse methods that enable functionalization sp

Язык: Английский

Процитировано

65

Rhodium hydride enabled enantioselective intermolecular C–H silylation to access acyclic stereogenic Si–H DOI Creative Commons
Kun An,

Wenpeng Ma,

Lichuan Liu

и другие.

Nature Communications, Год журнала: 2022, Номер 13(1)

Опубликована: Фев. 14, 2022

The tremendous success of stereogenic carbon compounds has never ceased to inspire researchers explore the potentials silicon compounds. Intermolecular C-H silylation thus represents most versatile and straightforward strategy construct C-Si bonds, however, its enantioselective variant been scarcely reported date. Herein we report a protocol that allows for intermolecular bond silylation, leading construction wide array acyclic Si-H under simple mild reaction conditions. Key is (1) substrate design prevents self-reaction prochiral silane (2) employment more reactive rhodium hydride ([Rh]-H) catalyst as opposed commonly used chloride ([Rh]-Cl) catalyst. This work unveils opportunities in converting arenes into value-added

Язык: Английский

Процитировано

59

B(C6F5)3-Catalyzed Dehydrogenation of Pyrrolidines to Form Pyrroles DOI Creative Commons

Ana Alvarez-Montoya,

Joseph P. Gillions,

Laura Winfrey

и другие.

ACS Catalysis, Год журнала: 2024, Номер 14(7), С. 4856 - 4864

Опубликована: Март 18, 2024

Pyrroles are important N-heterocycles found in medicines and materials. The formation of pyrroles from widely accessible pyrrolidines is a potentially attractive strategy but an underdeveloped approach due to the sensitivity oxidative conditions required achieve such transformation. Herein, we report catalytic that employs commercially available B(C6F5)3 operationally simple procedure allows serve as direct synthons for pyrroles. Mechanistic studies have revealed insights into borane-catalyzed dehydrogenative processes.

Язык: Английский

Процитировано

11

The role of silicon in drug discovery: a review DOI Creative Commons
Jenny‐Lee Panayides, Darren L. Riley, Felix Hasenmaile

и другие.

RSC Medicinal Chemistry, Год журнала: 2024, Номер 15(10), С. 3286 - 3344

Опубликована: Янв. 1, 2024

This review aims to highlight the role of silicon in drug discovery.

Язык: Английский

Процитировано

10

Consecutive β,β′‐Selective C(sp3)−H Silylation of Tertiary Amines with Dihydrosilanes Catalyzed by B(C6F5)3 DOI Creative Commons
Huaquan Fang, Kaixue Xie, Sebastian Kemper

и другие.

Angewandte Chemie International Edition, Год журнала: 2021, Номер 60(15), С. 8542 - 8546

Опубликована: Фев. 19, 2021

Tris(pentafluorophenyl)borane has been found to catalyze the two-fold C(sp

Язык: Английский

Процитировано

44

3-Silaazetidine: An Unexplored yet Versatile Organosilane Species for Ring Expansion toward Silaazacycles DOI

Wanshu Wang,

Song Zhou,

Linjie Li

и другие.

Journal of the American Chemical Society, Год журнала: 2021, Номер 143(29), С. 11141 - 11151

Опубликована: Июль 19, 2021

Small-ring silacycles are important organosilane species in main-group chemistry and have found numerous applications organic synthesis. 3-Silaazetidine, a unique small silacycle bearing silicon nitrogen atoms, has not been adequately explored due to the lack of general synthetic scheme its sensitivity air. Here, we describe that 3-silaazetidine can be easily prepared situ from diverse air-stable precursors (RSO2NHCH2SiR12CH2Cl). 3-Silaazetidine shows excellent functional group tolerance palladium-catalyzed ring expansion reaction with terminal alkynes, giving 3-silatetrahydropyridines silaazacycle derivatives, which promising frameworks for discovery Si-containing molecules.

Язык: Английский

Процитировано

40

Asymmetric total synthesis and antidepressant activity of (−)-sila-mesembranol bearing a silicon stereocenter DOI
Gan Luo, Lingmin Chen, Yi Li

и другие.

Organic Chemistry Frontiers, Год журнала: 2021, Номер 8(21), С. 5941 - 5947

Опубликована: Янв. 1, 2021

Asymmetric total synthesis of (−)-sila-mesembranol, the silicon analog natural alkaloid (−)-mesembranol has been achieved in 3.3% yield over 11 steps. The synthetic (−)-sila-mesembranol mice exhibits better antidepressant effects than its carbon counterpart.

Язык: Английский

Процитировано

39

Activation of Si–H and B–H bonds by Lewis acidic transition metals and p-block elements: same, but different DOI Creative Commons
Pablo Ríos, Amor Rodríguez, Salvador Conejero

и другие.

Chemical Science, Год журнала: 2022, Номер 13(25), С. 7392 - 7418

Опубликована: Янв. 1, 2022

In this

Язык: Английский

Процитировано

26

General Concepts and Recent Advances in the Electrochemical Transformation of Chloro‐ and Hydrosilanes DOI Creative Commons
Alexander D. Beck, Stefan Haufe, Siegfried R. Waldvogel

и другие.

ChemElectroChem, Год журнала: 2023, Номер 10(4)

Опубликована: Янв. 23, 2023

Abstract Organosilanes play an important role in organic synthesis as well a variety of further areas, ranging from life science to transportation. Especially, the electrochemical access has become increasingly past years and developed into essential topic due new conceptual approaches mediated reaction control. With commercial availability high‐quality equipment, technical requirements for electro‐conversion are at hand wide audience. This results need concise survey silane transformation, appropriate novices experts alike. review provides overview most relevant work this field, identifies common obstacles working with chlorosilanes hydrosilanes bridges gap between known techniques novel methods respect their conversion. The historical development is outlined reference various cathodic anodic conversions should encourage expand research field transformation.

Язык: Английский

Процитировано

14

B(C6F5)3-catalyzed β-C(sp3)–H alkylation of tertiary amines with 2-aryl-3H-indol-3-ones DOI

Changpeng Zou,

Tao Ma,

Xiu‐Xiu Qiao

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(21), С. 4393 - 4397

Опубликована: Янв. 1, 2023

Herein, we describe a B(C 6 F 5 ) 3 -catalyzed redox-neutral β-functionalization of tertiary amines with cyclic-ketimines, achieving various 1,3-diamines containing the indolin-3-one moiety via borrowing hydrogen strategy.

Язык: Английский

Процитировано

14