Ambiphilicity of ring-expanded N-heterocyclic carbenes

Chemical Science, Год журнала: 2024, Номер 15(10), С. 3707 - 3710

Опубликована: Янв. 1, 2024

Contrasting with popular beliefs, experimental and theoretical data show that some N-heterocyclic carbenes (NHCs), especially the seven eight membered rings NHCs, are very ambiphilic.

Язык: Английский

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Uncovering diverse reactivity of NHCs with diazoalkane: C-H activation, C=C bond formation, and access to N-heterocyclic methylenehydrazine

Chemical Science, Год журнала: 2024, Номер unknown

Опубликована: Янв. 1, 2024

N-heterocyclic carbenes (NHCs) have attracted significant attention due to their strong σ-donating capabilities, as well transition-metal-like reactivity towards small molecules. However, interaction with diazoalkanes remains understudied. In this manuscript, we explore the of a series stable carbenes, encompassing wide range electronic properties, Me

Язык: Английский

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On the competition between six-membered and five-membered NHC towards alane centered ring expansion

Chemical Communications, Год журнала: 2023, Номер 59(55), С. 8540 - 8543

Опубликована: Янв. 1, 2023

The reactions of 6-SIDipp·AlH 3 (1) with 5-IDipp or 5-IDipp·AlH 6-SIDipp resulted in the ring expansion six-membered NHC, while five-membered NHC remained intact.

Язык: Английский

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Taming the parent oxoborane

Chemical Science, Год журнала: 2023, Номер 14(22), С. 5894 - 5898

Опубликована: Янв. 1, 2023

Addition of water to a 3c–2e boron gallium hydrido compound results in capturing the parent oxoborane moiety, B(H)O. The latter reacts with another molecule give boracarboxylic acid derivative.

Язык: Английский

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How to Decarbonize N‐Heterocyclic Carbenes (NHCs): The simple Alane Adducts (NHC) ⋅ AlR₃ (R=H, Me, Et)

Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(22)

Опубликована: Март 6, 2024

The reaction of the amine-stabilized alane (NMe

Язык: Английский

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Synthesis of Ru(ii) cyclometallated complexes via C(aryl)–S bond activation: X-ray structure, DNA/BSA protein binding and antiproliferative activity

New Journal of Chemistry, Год журнала: 2023, Номер 47(37), С. 17359 - 17372

Опубликована: Янв. 1, 2023

New Ru( ii ) cyclometallated complexes have been synthesized via C(aryl)–S bond activation having potent antiproliferative activity.

Язык: Английский

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Six‐Membered NHC Stabilized Monomeric Zinc Complexes

European Journal of Inorganic Chemistry, Год журнала: 2023, Номер 26(21)

Опубликована: Май 8, 2023

Abstract This paper describes the rare use of a 6‐membered saturated N‐heterocyclic carbene (NHC) known as 1,3‐di(2,6‐diisopropylphenyl) tetrahydropyrimidine‐2‐ylidene (abbreviated 6‐SIDipp) ligand in zinc chemistry. We report on investigation reactions between 6‐SIDipp and ZnX 2 , which resulted range new monomeric 6‐SIDipp⋅ZnX complexes (X=Et ( 1 ), Cl Br 3 I 4 )). also prepared NHC complex where two substituents atom are different, 6‐SIDipp⋅Zn(Et)Br 7 ) through reaction proligand [6‐SIDippH]Br with ZnEt . have observed that sulfur HBpin led to removal moiety, resulting formation C=S double bond B−H activation product, respectively. Lastly, five‐membered NHCs exchange either 5‐IDipp⋅ZnEt 8 or 5‐SIDipp⋅ZnEt 9 ).

Язык: Английский

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Naphthoyl benzhydrazine–decorated binuclear arene Ru(ii) complexes as anticancer agents targeting human breast cancer cells

Dalton Transactions, Год журнала: 2023, Номер 52(44), С. 16376 - 16387

Опубликована: Янв. 1, 2023

An array of arene binuclear ruthenium( ii ) benzhydrazine complexes were constructed to demonstrate their cytotoxicity against different human breast cancer cells. Various biochemical assays established that the induce apoptosis mechanism.

Язык: Английский

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Zur Dekarbonisierung N‐Heterocyclischer Carbene (NHCs): Die einfachen Alan‐Addukte (NHC) ⋅ AlR₃ (R=H, Me, Et)

Angewandte Chemie, Год журнала: 2024, Номер 136(22)

Опубликована: Март 6, 2024

Abstract Die Reaktion des Amin‐stabilisierten Alans (NMe 3 ) ⋅ AlH 1 mit dem Rückgrat‐gesättigten N ‐heterocyclischen Carben (NHC) SIDipp (SIDipp=1,3‐Bis‐{2,6‐di‐ iso‐ propyl‐phenyl}‐imidazolidin‐2‐yliden) bei 0 °C ergab das NHC‐stabilisierte Alan‐Addukt (SIDipp) 2 . Erhöhte Temperaturen oder verlängerte Reaktionszeiten Raumtemperatur führten zum Produkt einer Ringerweiterungs‐Reaktion (RER) NHCs, AlH(RER‐SIDippH ), anschließende Reaktionen den sterisch weniger anspruchsvollen NHCs (IMe Me {=1,3,4,5‐Tetramethyl‐imidazolin‐2‐yliden}, I i Pr {=1,3‐Di‐ iso ‐propyl‐4,5‐dimethyl‐imidazolin‐2‐yliden} und ‐propyl‐imidazolin‐2‐yliden}) lieferten die NHC‐stabilisierten RER‐Produkte (NHC=IMe , Pr), während anspruchsvolleren IDipp (=1,3‐Bis‐{2,6‐di‐ propyl‐phenyl}‐imidazolin‐2‐yliden), t Bu (=1,3‐Di‐ tert ‐butyl‐imidazolin‐2‐yliden) keine beobachtet wurde. Verbindungen wurden ebenfalls ausgehend von NHC erhalten. Das Erhitzen Lösungen ohne zusätzliche Base auf 95 führte unter Verlust Ethen zu Dekarbonisierung somit zur Substitution Carben‐Kohlenstoffatoms durch Aluminiumhydrid. Dimerisierung cis ‐[AlH{ μ ‐N(Dipp)CH CH N(Dipp)}] 4_dimer der Aluminiumalkyle AlR R (R=Me, Et) 145 stattdessen Freisetzung vollständigen Spaltung NHC‐Grundgerüstes Isolierung Dialkylaluminium(III)‐Amidinate {DippNC(R)NDipp}AlR 5 Et).

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Saturated NHC-Stabilized Borenium, Boronium, Hydride-Bridged Boron Cations, and a Bora-Acyl Chloride

Organometallics, Год журнала: 2024, Номер 43(12), С. 1355 - 1361

Опубликована: Июнь 1, 2024

This study investigates the reactivity of 5-SIDipp-boranes and haloboranes (5-SIDipp = 1,3-bis(2,6-diisopropylphenyl)-imidazolin-2-ylidene) with Lewis acids (AlCl3 GaCl3). The reaction between 5-SIDipp·BH3 GaCl3 resulted in formation 3c-2e hydride-bridged boron cations (1). Treatment AlCl3 to mixture 5-SIDipp BHCl2·SMe2 produced a tetra-coordinate boronium cation composition → [B(H)Cl]+ ← SMe2 (2). moiety remains coordinated center throughout reaction, playing crucial role isolation compound 2. interaction 5-SIDipp·BCl3 led tri-coordinate borenium (4). However, 4 was always accompanied by generation bora-acyl chloride (B(═O)Cl) derivative (5).

Язык: Английский

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