Synthesis of organoaluminum chalcogenides and their applications in Lewis acid catalysis

Ding, Yi; Ma, Xiaoli; Liu, Yashuai; Liu, Wenqing; Ni, Congjian; Yan, Ben; Li, Yan; Yang, Zhi

doi:10.1016/j.ica.2019.119091

Cited by 8 publications

(8 citation statements)

References 66 publications

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“…Finally, the metal alkoxide and HBpin undergo the σ bond metathesis reaction to generate an alkoxy borate product, which regenerates the aluminum hydride catalyst for further reaction. In 2019, Z. Yang et al [26] reported two types of organoaluminum compounds, which can excellently catalyze the hydroboration of aldehydes or ketones under mild conditions: [L 8 Al(NMe 3 )(μ-S)Al(NMe 3 )L 8 ] ( 13) and [L 8 Al(NMe 3 )(μ-Se)Al(NMe 3 )L 8 ] (14) (L 8 = 4methylbenzylidene-o-aminothiophenol)) (Scheme 1). In addition, the group [27] also reported compound 16 (Ar 4 = 2,6-i Pr 2 C 6 H 3 ) catalyzed hydroboration of aldehydes and ketones, affording the corresponding product in moderate to high yield (Scheme 1).…”

Section: Hydroboration Of Aldehydes and Ketonesmentioning

confidence: 99%

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Recent Advances in Aluminum Compounds for Catalysis

Yang

et al. 2022

Eur J Inorg Chem

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This review highlights recent advances in the research of organoaluminum complexes in catalysis. Many fundamental transformations can be carried out by aluminum catalysts, such as hydroboration, hydroamination, copolymerization and CO 2 insertion reactions, hydrosilylation, and hydroacetylenation of carbodiimides, which make use of the abundant reserves of aluminum in the earth's crust to accomplish the transformation. Recent research in the field has shown that these systems have extraordinary catalytic activity and are inexpensive, abundant, and environmentally friendly.

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Section: Hydroboration Of Aldehydes and Ketonesmentioning

confidence: 99%

Section: Hydroboration Of Aldehydes and Ketonesmentioning

confidence: 99%

Recent Advances in Aluminum Compounds for Catalysis

Yang

et al. 2022

Eur J Inorg Chem

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“…Therefore, while B presents a variety of layered structures and stoichiometry, Al forms several ionic structures with chalcogens, whose phase diagrams and thermodynamic properties have been thoroughly studied, [180] as well as the crystallography of their structures (for which we will give an account later in this section). From the point of view of their physical properties, besides uses as Lewis acid catalysts in organic chemistry, [181] other uses have been found in optoelectronic and photocatalysis, [182] solar energy, [183] and as anodes in Li-Al-S batteries, [137] Li-ion batteries, [184] and Al-ion batteries. [137] In order to better understand the reactivity of Al with chalcogens, recently, Shi et al, [185] have performed a comprehensive study of the phase diagrams of aluminum chalcogenides using a computational approach, by the means of the CALPHAD method, this way attempting to put in order the other partial studies that have been produced before.…”

Section: Aluminum Chalcogenidesmentioning

confidence: 99%

Section: Aluminum Chalcogenidesmentioning

confidence: 99%

A New, Thorough Look on Unusual and Neglected Group III‐VI Compounds Toward Novel Perusals

Guzzetta

Jellett

Azadmanjiri

et al. 2023

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been permitted. [4][5][6][7] Although, the employment of 2D nanosheets, especially in biomedicine, is still in its primordial state and has permitted to the realization of novel advancements in such applications. [8][9][10] It needs to be highlighted that some of these compounds present mild cytotoxicity and dose-dependent induced metabolic disadvantages. [11,12] Albeit direct use in the body is not yet advisable, it is possible to indirectly employ these compounds in the creation of wearable devices for tracking vital parameters. [13] Research on such topics, both from fundamental and applied studies has led to an exponential increase in the number of publications during the last 10 years (Figure 1c). [14] One of the pivotal characteristics of 2D nanostructures is their high specific area-to-thickness ratio, which can be easily modulated through delamination processes. [15] Ultimately, the smallest crystals that can be created are mono-or bi-atomic layers. To understand how the nanocrystals form from bulk, it is important to comprehend the main characteristic features of the macrocrystals. A layered crystal lattice is presented in Figure 2. These crystals are governed by strong, covalent (or ionic) in-plane bonds, which are often arranged into hexagonal honeycombs. These individual sheets are linked together by inter-plane (inter-layer), and weak van der Waals (vdW) forces. The bond energies between the in-plane atoms, are the major contribution on the total energy of the lattice, leaving weak inter-plane interactions with relatively large distances (i.e., about few hundred picometers in graphene). These large inter-planar spaces are suitable attack points for size reduction, [16][17][18] which requires an external energy input from a providing source in order to delaminate single-layer crystals.The in-plane honeycomb structure is responsible for electrical transport and associated phenomena. For instance, the great mobility of p-electrons and their delocalization on the surface allows excellent transport in graphene. [23,24] However, in some other electro-and photoactivated semiconductors based on 2D materials, the electrical transport on the surface is responsible for the hole-electron confinement. [25] It can also produce poor electrical conduction by 2D materials such as hexagonal boron nitride (hBN) and so making them electrical insulators (see Figure 1a). [26] These differences in the layersThe attention on group III-VI compounds in the last decades has been centered on the optoelectronic properties of indium and gallium chalcogenides. These outstanding properties are leading to novel advancements in terms of fundamental and applied science. One of the advantages of these compounds is to present laminated structures, which can be exfoliated down to monolayers. Despite the large knowledge gathered toward indium and gallium chalcogenides, the family of the group III-VI compounds embraces several other noncommon compounds formed by the other group III elements. These compounds present various crystal lattices...

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“…The hydroboration of C=O bonds is particularly impressive and it is strengthening its prestige as one of the utmost useful and most widely used reactions for the pharmaceutical industry . Carbonyl hydroboration catalysts include alkaline earth metals,, transition metals, group 13 metal catalysts, lanthanide, actinides, and other unique and sophisticated systems . In addition to the hydroboration of C=O bonds, the selective monohydroboration of carbodiimides to produce amidinates is also of great interest, since these systems play an important role in coordination chemistry …”

Section: Introductionmentioning

confidence: 99%

Hydroboration of Aldehydes, Ketones, and Carbodiimides Promoted by Mono(imidazolin‐2‐iminato) Hafnium Complexes

et al. 2020

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Imidazolin‐2‐iminato hafnium complexes of the type [(ImRN)Hf(CH2Ph)3] were synthesized (ImtBuN = 1,3‐di‐tert‐butylimidazolin‐2‐iminato); ImDippN = 1,3‐bis(2,6‐diisopropylphenyl)‐imidazolin‐2‐iminato. The complexes were crystallized and structurally characterized. Despite the oxophilicity of the hafnium center, both hafnium complexes were catalytically active in the hydroboration of aldehydes, ketones, and carbodiimides. Herein, we present the influence of different substrates bearing electron‐withdrawing or electron‐donating groups on the catalytic reactions. Based on stoichiometric reaction in each process, plausible mechanistic scenarios are presented.

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Synthesis of organoaluminum chalcogenides and their applications in Lewis acid catalysis

Cited by 8 publications

References 66 publications

Recent Advances in Aluminum Compounds for Catalysis

Recent Advances in Aluminum Compounds for Catalysis

A New, Thorough Look on Unusual and Neglected Group III‐VI Compounds Toward Novel Perusals

Hydroboration of Aldehydes, Ketones, and Carbodiimides Promoted by Mono(imidazolin‐2‐iminato) Hafnium Complexes

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