Reductive Amination of Carbonyl Compounds over Silica Supported Palladium Exchanged Molybdophosphoric Acid Catalysts

Srivani, A.; Prasad, P. S. Sai; Lingaiah, N.

doi:10.1007/s10562-012-0778-4

Cited by 25 publications

(10 citation statements)

References 29 publications

(36 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The reductive amination of carbonyl compounds with various secondary cyclic and acyclic amines was reported by Lingaiah and co-workers in 2012 (Scheme 64B). 130 They developed a Pd-containing MPA (MPA = molybdophosphoric acid) catalyst which was prepared stepwise by exchanging the protons of 12-MPA and subsequent wet impregnation on silica. Finally, the material underwent calcination at 300 °C for 2 h (PdMPA/ SiO 2 ).…”

Section: Reductive Amination Using Heteregeneous Transition Metal Cat...mentioning

confidence: 99%

Transition-Metal-Catalyzed Reductive Amination Employing Hydrogen

2020

View full text Add to dashboard Cite

The reductive amination, the reaction of an aldehyde or a ketone with ammonia or an amine in the presence of a reducing agent and often a catalyst, is an important amine synthesis and has been intensively investigated in academia and industry for a century. Besides aldehydes, ketones, or amines, starting materials have been used that can be converted into an aldehyde or ketone (for instance, carboxylic acids or organic carbonate or nitriles) or into an amine (for instance, a nitro compound) in the presence of the same reducing agent and catalyst. Mechanistically, the reaction starts with a condensation step during which the carbonyl compound reacts with ammonia or an amine, forming the corresponding imine followed by the reduction of the imine to the alkyl amine product. Many of these reduction steps require the presence of a catalyst to activate the reducing agent. The reductive amination is impressive with regard to the product scope since primary, secondary, and tertiary alkyl amines are accessible and hydrogen is the most attractive reducing agent, especially if large-scale product formation is an issue, since hydrogen is inexpensive and abundantly available. Alkyl amines are intensively produced and use fine and bulk chemicals. They are key functional groups in many pharmaceuticals, agro chemicals, or materials. In this review, we summarize the work published on reductive amination employing hydrogen as the reducing agent. No comprehensive review focusing on this subject has been published since 1948, albeit many interesting summaries dealing with one or the other aspect of reductive amination have appeared. Impressive progress in using catalysts based on earth-abundant metals, especially nanostructured heterogeneous catalysts, has been made during the early development of the field and in recent years.

show abstract

Section: Reductive Amination Using Heteregeneous Transition Metal Cat...mentioning

confidence: 99%

Transition-Metal-Catalyzed Reductive Amination Employing Hydrogen

2020

View full text Add to dashboard Cite

show abstract

“…Montmorillonite‐supported NaBH 4 under microwaves irradiation has afforded good results in the DRA of acetophenone with aniline27 and only one example (1‐indanone) was reported with Zn(ClO 4 ) 2 as the catalyst and InCl 3 /Et 2 SiH as the hydrogen donor 11. Pd‐exchanged molybdophosphoric acid that was supported on silica only gave trace amounts of the amine when used in the DRA of ketones28 and only aliphatic ketones were converted by sulfonic acid that was supported on hydroxyapatite‐encapsulated Fe 2 O 3 nanocrystallites 29. Moreover, in general, amine–borane was more active with aldehydes and aliphatic ketones 6…”

Section: Reductive Amination Of P‐methoxyacetophenone With Aniline Ovmentioning

confidence: 99%

Reductive Amination of Ketones or Amination of Alcohols over Heterogeneous Cu Catalysts: Matching the Catalyst Support with the N‐Alkylating Agent

et al. 2012

View full text Add to dashboard Cite

show abstract

“…When the HPMo interacted with CTAB, strong peaks at 2925, 2853, 1474, 1384 cm −1 are observed from M-6, which are assigned to C\H stretching vibrations, revealing the formation of molybdophosphoric acid quaternary ammonium. In addition, the bands at 1057, 959, 874 and 797 cm −1 are very typical of Keggin anions and should be attributed to characteristic stretching vibrations of P\O a , Mo_O t , Mo\O b \Mo and Mo\O c \Mo [30,31], respectively, indicating that heteropoly anions still maintained the Keggin structure in M-6. …”

Section: Ftir Spectra Of M-6mentioning

confidence: 92%