NHC‐assisted Ni(II)‐catalyzed acceptorless dehydrogenation of amines and secondary alcohols

Takallou, Ahmad; Habibi, Azizollah; Halimehjan, Azim Ziyaei; Balalaie, Saeed

doi:10.1002/aoc.5379

Cited by 7 publications

(4 citation statements)

References 46 publications

(11 reference statements)

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“…The obtained aldimine forms the corresponding imine by subjecting it to a condensation reaction with RNH 2 ( Scheme 3 ). 54 …”

Section: Resultsmentioning

confidence: 99%

“…As shown in Scheme 4 , Takallou and co-workers reported the Ni-catalyzed the preparation of imines from amines (eqn (1)). 54 In 2019, Co-catalyzed dehydrogenative coupling of amines into imines (eqn (2)). 55 This comparison shows that using mesoporous PGTSA/Ni system lead to synthesis products in higher yields times.…”

Section: Resultsmentioning

confidence: 99%

“…The obtained aldimine forms the corresponding imine by subjecting it to a condensation reaction with RNH 2 (Scheme 3). 54 According to the ICP analysis and catalytic performance, mesoporous PGTSA/Ni had a more intense catalytic activity than Fe 3 O 4 /PGTSA/Ni and PGTSA/Ni (Table 3). In this research, the Ni contents of Fe 3 O 4 /PGTSA/Ni and PGTSA/Ni were 3.41% and 2.61%, respectively, which were lower than that of mesoporous PGTSA/Ni (5.28%).…”

Section: Catalytic Activity Studies Of Mesoporous Pgtsa/nimentioning

confidence: 97%

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Ni(ii) immobilized on poly(guanidine–triazine–sulfonamide) (PGTSA/Ni): a mesoporous nanocatalyst for synthesis of imines

et al. 2022

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“…The obtained aldimine forms the corresponding imine by subjecting it to a condensation reaction with RNH 2 ( Scheme 3 ). 54 …”

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Catalytic Activity Studies Of Mesoporous Pgtsa/nimentioning

confidence: 97%

See 1 more Smart Citation

Ni(ii) immobilized on poly(guanidine–triazine–sulfonamide) (PGTSA/Ni): a mesoporous nanocatalyst for synthesis of imines

et al. 2022

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“…[35] In another study, Takallou and co-workers reported a new in situ generated Ni-NHC catalyst for preparation of a wide range of homo-and hetero-coupled imine products by employing amines as HCOCs. [36] Moreover, this catalytic system was applied for the synthesis of ketones starting from secondary Scheme 17. N-Alkylation of different aromatic amines with alcohols catalyzed by complex 25. alcohol.…”

Section: K 2 -Coordinated Nhc Ligandsmentioning

confidence: 99%

Recent Developments in Dehydrogenative Organic Transformations Catalyzed by Homogeneous Phosphine‐Free Earth‐Abundant Metal Complexes

et al. 2021

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Stoichiometric amounts of various oxidants have long been employed for the oxidation of organic compounds. The major drawback of this method is the amount of toxic waste produced, which is in sharp contrast to principles of green chemistry. In catalytic dehydrogenation pathways, hydrogen carrier organic compounds (HCOCs) containing O−H, C−H, and N−H bonds can be transformed to their oxidized forms by removing two hydrogen atoms from the starting materials. Among the homogeneous transition metal‐ligand complexes that have been applied in a catalytic dehydrogenative approach, phosphine ligands have frequently been used. Over the past decades, phosphine‐free ligand systems have since been developed and implemented in various organic reactions to overcome the drawbacks associated with phosphine‐based catalysts. The aim of this review is to summarize the use of non‐phosphinic ligand‐metal complexes in organic transformations proceeding by a dehydrogenative pathway.

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Dinuclear gold (I)‐di‐N‐heterocyclic carbene complexes: syntheses, structure, density functional theory calculation and photoluminescence study

Haziz

Haque

Zhan

et al. 2020

Applied Organom Chemis

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The synthesis and characterizations for a series of dinuclear gold (I)‐di‐NHC complexes, 1–8 through the trans‐metalation method of their respective silver (I)‐di‐NHC complexes, i–viii are reported (where NHC = N‐heterocyclic carbene). The successful complexation of a series of unusual non‐symmetrical and symmetrical di‐NHC ligands, 3,3'‐(ethane‐1,2‐diyl)‐1‐alkylbenzimidazolium‐1'‐butylbenzimidazolium (with alkyl = methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, benzyl) with the gold (I) ions are suggested by elemental analysis, Fourier transform‐infrared, 1H‐ and 13C‐NMR data. The 13C‐NMR spectra of 1–8 show a singlet sharp peak in the range of 190.00–192.00 ppm, indicating the presence of a carbene carbon that bonded to the gold (I) ion. From single crystal X‐ray diffraction data, the structure of complex 6 with the formula of [di‐NHC‐Au (I)]2·2PF6 is obtained [where NHC = 3,3'‐(ethane‐1,2‐diyl)‐1‐hexylbenzimidazolium‐1'‐butylbenzimidazolium]. The photophysical study in solid state of 6 displays an intense photoluminescence with a strong emission maxima, λem = 480 nm, upon excitation at 340 nm at room temperature. Interestingly, the emission maximum at 77 K shows a structural character with a strong peak at 410 nm, a medium at 433 nm and a weak at 387 nm, accompanied by a tail band to about 500 nm.

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NHC‐assisted Ni(II)‐catalyzed acceptorless dehydrogenation of amines and secondary alcohols

Cited by 7 publications

References 46 publications

Ni(ii) immobilized on poly(guanidine–triazine–sulfonamide) (PGTSA/Ni): a mesoporous nanocatalyst for synthesis of imines

Ni(ii) immobilized on poly(guanidine–triazine–sulfonamide) (PGTSA/Ni): a mesoporous nanocatalyst for synthesis of imines

Recent Developments in Dehydrogenative Organic Transformations Catalyzed by Homogeneous Phosphine‐Free Earth‐Abundant Metal Complexes

Dinuclear gold (I)‐di‐N‐heterocyclic carbene complexes: syntheses, structure, density functional theory calculation and photoluminescence study

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