1,2,5‐Azadiborolane as a Building Block for Inorganic–Organic Hybrid Polymers DOI Creative Commons
Matthias Maier,

Vivien Zeh,

Nadine Munker

и другие.

European Journal of Inorganic Chemistry, Год журнала: 2023, Номер unknown

Опубликована: Сен. 20, 2023

Abstract The incorporation of BN units in organic scaffolds by isoelectronic/isosteric substitution selected CC couples has emerged as an efficient tool to produce new materials with useful properties and functions. knowledge about BN‐doped inorganic–organic hybrid polymers, however, is still rather scarce. This especially true for linear or cyclolinear macromolecules that feature longer inorganic chains. Herein, we introduce 1,2,5‐azadiborolane a polymer building block the first time. An attempt apply it synthesis poly(iminoborane) resulted after only two B−N coupling events formation molecular compound comprising chain three nitrogen boron atoms – confirmed single‐crystal X‐ray diffractometry. In combination p ‐phenylene diamine‐based co‐monomer, accomplished incorporate into considerable weight features B 2 N 3 chain. We additionally synthesized small model characterized crystallographically well. Comparison UV‐vis spectra monomer, oligomer, revealed systematic red‐shifts longest‐wavelength absorption band increasing number

Язык: Английский

Cobalt‐Driven Cross‐Dehydrocoupling of Silanes and Amines for Silylamine Synthesis DOI
Ewelina Szafoni, Krzysztof Kuciński, Grzegorz Hreczycho

и другие.

ChemCatChem, Год журнала: 2024, Номер 16(15)

Опубликована: Май 8, 2024

Abstract Cobalt complexes featuring triazine‐based PNP ligands have proven to be exceptionally active and chemoselective pre‐catalysts in facilitating the dehydrogenative coupling between silanes amines, leading synthesis of diverse aminosilanes. Notably, even challenging substrates exhibited high reactivity. The catalyst‘s unique feature avoiding with tertiary enhances process chemoselectivity. It facilitates a more precise silylamines possessing SiH 2 −N SiH−N motifs, overcoming challenges associated broader reactivity seen previous systems. In terms its remarkable chemoselectivity, it is also noteworthy that catalytic system exhibits both versatility efficacy converting untouched double triple carbon‐carbon bonds. This accomplishment particularly significant, given brought about by activity commonly employed catalysts competitive hydrosilylation process.

Язык: Английский

Процитировано

2
Streamlining Si-O Bond Formation Through Cobalt-Catalyzed Dehydrocoupling DOI
Ewelina Szafoni, Dariusz Lewandowski, Marcin Gruszczyński

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(78), С. 10886 - 10889

Опубликована: Янв. 1, 2024

Herein we report a strategy for the synthesis of organosilicons, including siloxanes, silyl ethers, and aminosilanes,

Язык: Английский

Процитировано

2
Heterodehydrocoupling of Silanes and Amines Catalyzed by a Simple Lanthanum-Based Complex DOI

Yesmin Akter Rina,

Joseph A. R. Schmidt

Organometallics, Год журнала: 2022, Номер 41(21), С. 2974 - 2984

Опубликована: Окт. 31, 2022

We report an attractive and efficient synthetic approach to form Si–N bonds via the heterodehydrocoupling of silanes amines catalyzed by a lanthanum-based N,N-dimethylbenzylamine complex [La(DMBA)3]. A wide variety primary secondary were well-suited coupling partners with primary, secondary, tertiary for this catalytic transformation, resulting in formation numerous silylamines high efficiency moderate-to-excellent yields under mild conditions.

Язык: Английский

Процитировано

9
One-Pot Sequential Hydroamination Protocol for N-Heterocycle Synthesis: One Method To Access Five Different Classes of Tri-Substituted Pyridines DOI
Vani Verma, Laurel L. Schafer

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(3), С. 1378 - 1384

Опубликована: Янв. 12, 2023

Tri-substituted pyridines are important scaffolds that can be found in a plethora of commercially available drugs. A one-pot general method for the selective synthesis less explored/challenging patterns tri-substituted is described. Hydroamination alkynes with N-triphenylsilylamine generates N-silylenamines. These situ generated N-silylenamines, upon reaction α,β-unsaturated carbonyl compounds and subsequent oxidation, furnish 25 examples selectively substituted 2,4,5-, 2,3,4-, 3,4,5-, 2,3,5-, 2,3,6-trisubstituted up to 78% yield. The features high functional group compatibility providing an expeditious approach assembly pyridine derivatives. robustness practicality have been demonstrated gram-scale reaction.

Язык: Английский

Процитировано

5
Au Nanoparticle-Catalyzed Double Hydrosilylation of Nitriles by Diethylsilane DOI Creative Commons

Maria Ioanna Karapanou,

Dimitra Malliotaki,

Manolis Stratakis

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(26), С. 5346 - 5352

Опубликована: Янв. 1, 2024

We present the first example of Au-catalyzed reduction nitriles into primary amines. In contrast to monohydrosilanes which are completely unreactive, diethylsilane (a dihydrosilane) is capable reducing aryl or alkyl amines under catalysis by Au nanoparticles supported on TiO

Язык: Английский

Процитировано

1
Manganese Catalysed Dehydrocoupling of Silanes and Siloxanes with Ammonia to Prepare Oligosilazanes and Polysiloxazanes DOI
G. MEHTA, Thao T. Nguyen, Marco Flores

и другие.

Dalton Transactions, Год журнала: 2024, Номер 53(34), С. 14272 - 14277

Опубликована: Янв. 1, 2024

The manganese-catalysed dehydrocoupling of ammonia to phenylsilane affords an oligosilazane that can be applied as a coating.

Язык: Английский

Процитировано

1
Cross-Dehydrogenative Coupling of Secondary Amines with Silanes Catalyzed by Agostic Iridium-NSi Species DOI Creative Commons
Marina Padilla, María Batuecas, Pilar Garcı́a-Orduña

и другие.

Inorganic Chemistry, Год журнала: 2024, Номер 64(1), С. 255 - 267

Опубликована: Дек. 23, 2024

An active catalytic system for the cross-dehydrogenative coupling (CDC) of a wide range secondary amines with silanes is reported. The iridium(III) derivatives [Ir(H)(X)(κ2-NSiDMQ)(L)] (NSiDMQ = {4,8-dimethylquinoline-2-yloxy}dimethylsilyl; L coe, X Cl, 2; OTf, 3; PCy3, 4; 5), which are stabilized by weak yet noticeable Ir···H–C agostic interaction between iridium and one C–H bonds 8-Me substituent NSiDMQ ligand, have been prepared fully characterized. These species proven to be effective catalysts CDC hydrosilanes. best performance (TOF1/2 79,300 h–1) was obtained using 5 (0.25 mol %), N-methylaniline, HSiMe2Ph. activity [Ir(H)(OTf)(κ2-NSiQ)(PCy3)] (10, NSiQ {quinoline-2-yloxy}dimethylsilyl) [Ir(H)(OTf)(κ2-NSiMQ)(PCy3)] (11, NSiMQ {4-methylquinoline-2-yloxy}dimethylsilyl), related but lacking substituent, markedly lower than that found 5. This fact highlights crucial role ligand in enhancing these complexes.

Язык: Английский

Процитировано

1
Commercially available organolithium compounds as effective, simple precatalysts for silicon–nitrogen heterodehydrocoupling DOI
Matthew B. Reuter, Claire Bushey, Diego R. Javier‐Jiménez

и другие.

Dalton Transactions, Год журнала: 2023, Номер 52(38), С. 13497 - 13506

Опубликована: Янв. 1, 2023

A family of commercially available organolithium compounds were found to effectively catalyze the heterodehydrocoupling silanes and amines under ambient conditions.

Язык: Английский

Процитировано

3
Mapping Out the Role of σ-Silane Complexes in the Ruthenium-Catalyzed Hydrosilylation of Nitriles DOI

Aswin Chandran,

Raphaël Ravel‐Massol, Laure Vendier

и другие.

Organometallics, Год журнала: 2023, Номер 42(21), С. 3153 - 3163

Опубликована: Окт. 19, 2023

A combined synthetic, mechanistic, and computational study is reported, which provides unique insight into the role of σ-silane complexes in catalytic hydrosilylation nitriles. novel, highly efficient, active, regioselective monohydrosilylation aromatic nitriles with secondary silanes using a ruthenium dihydrogen catalyst reported along novel mechanism for Investigations this transformation have revealed influence σ-Si–H fine-tuning selectivity reaction. Displacement ligand on precatalyst, bis-(dihydrogen) complex [RuH2(η2-H2)2(PCy3)2], 1, by diphenylsilane leads to formation new complexes, [RuH2(η2-H2)(η2-HSiHPh2)(PCy3)2], 2, [RuH2(η3-H2SiPh2)(PCy3)2], 3. Complex 3 reacts readily benzonitrile leading nitrile coordination silylimine formed as σ-H–Si–N-silylimine complex, [RuH2(η2-HSiPh2NCHPh)(PCy3)2] (4). This systematic investigation reactivity led discovery first direct evidence an N-silylimine-coordinated its involvement protocol efficient selective coupling range 1 catalyst. It proposed that 4 are key intermediates reaction coordinate, nitrile. supported DFT calculations observation catalytically active. The Si–N bond was found proceed via attack at silicon atom Through carefully chosen structural studies tests calculations, has been successfully explained.

Язык: Английский

Процитировано

3
Research Progress in Transition-Metal-Free C—Si Bond Formation DOI Open Access
Qiyang Li, Haiyan Zhang, Wen‐Bo Liu

и другие.

Chinese Journal of Organic Chemistry, Год журнала: 2023, Номер 43(10), С. 3470 - 3470

Опубликована: Янв. 1, 2023

Organosilicons are widely used in many chemistry related fields.Given its important role, the chemical syntheses of organosilicon compounds have received considerable attention.Due to outstanding advantages cost and environmental friendliness, transition-metal-free C-Si bond formation has been studied past decades emerged as an alternative transition-metal-catalyzed cross-coupling.In this review, recent developed methods carbon-silicon under conditions summarized.The discussion is organized according catalysts (acid catalysis, base radical initiation) types bonds that formed.In addition, mechanistic discussions representative reactions a prospect for future development field also briefly included.

Язык: Английский

Процитировано

3