scholarly journals Novel Role of Carbon Monoxide as a Lewis Acid Catalyst for Friedel-Crafts Reaction  [J. Am. Chem. Soc.2001,123, 8626−8627]. 

2002 ◽  
Vol 124 (7) ◽  
pp. 1553-1553
Author(s):  
Sensuke Ogoshi ◽  
Hiromitsu Nakashima ◽  
Kazumasa Shimonaka ◽  
Hideo Kurosawa
Keyword(s):  
Carbon Monoxide ◽  
Lewis Acid ◽  
Acid Catalyst ◽  
Lewis Acid Catalyst

ChemInform Abstract: Novel Role of Carbon Monoxide as a Lewis Acid Catalyst for Friedel-Crafts Reaction.

ChemInform ◽  
2010 ◽  
Vol 32 (52) ◽  
pp. no-no
Author(s):  
Sensuke Ogoshi ◽  
Hiromitsu Nakashima ◽  
Kazumasa Shimonaka ◽  
Hideo Kurosawa
Keyword(s):  
Carbon Monoxide ◽  
Lewis Acid ◽  
Acid Catalyst ◽  
Lewis Acid Catalyst

Novel Role of Carbon Monoxide as a Lewis Acid Catalyst for Friedel−Crafts Reaction

2001 ◽  
Vol 123 (35) ◽  
pp. 8626-8627 ◽  
Author(s):  
Sensuke Ogoshi ◽  
Hiromitsu Nakashima ◽  
Kazumasa Shimonaka ◽  
Hideo Kurosawa
Keyword(s):  
Carbon Monoxide ◽  
Lewis Acid ◽  
Acid Catalyst ◽  
Lewis Acid Catalyst

A Molecular Electron Density Theory Study of the Higher–Order Cycloaddition Reactions of Tropone with Electron-rich Ethylene. The Role of the Lewis Acid Catalyst in the Mechanism and Pseudocyclic Selectivity

2021 ◽  
Author(s):  
Luis R. Domingo ◽  
Patricia Perez
Keyword(s):  
Electron Density ◽  
Lewis Acid ◽  
Acid Catalyst ◽  
Higher Order ◽  
Cycloaddition Reactions ◽  
Molecular Electron ◽  
Lewis Acid Catalyst ◽  
Molecular Electron Density Theory

The higher–order cycloaddition reactions of tropone with nucleophilic ethylenes, in the absence and presence of Lewis acid (LA) catalysts, have been studied within Molecular Electron Density Theory (MEDT) at the...

scholarly journals BX3-Mediated Intermolecular Formation of Functionalized 3-Halo-1H-indenes via Cascade Halo-Nazarov-Type Cyclization

Synthesis ◽  
2020 ◽  
Vol 52 (15) ◽  
pp. 2245-2258
Author(s):  
Rodney A. Fernandes ◽  
Anupama Kumari
Keyword(s):  
Lewis Acid ◽  
Acid Catalyst ◽  
Dual Role ◽  
Regioselective Synthesis ◽  
Lewis Acid Catalyst

A BX3-promoted, intermolecular regioselective synthesis of 3-halo-functionalized 1H-indenes from 4-oxo-4H-chromene-3-carb­aldehydes and alkynes has been developed. BX3 displays a dual role of Lewis acid catalyst and halide source for haloallyl cation formation for the intended halo-Nazarov-type cyclization. The overall transformation represents an efficient cascade annulation that employs readily available starting materials, inexpensive reagents and a convenient and mild reaction procedure to generate halo-functionalized indenes (45 examples). The reaction was also extended to 8-formylcoumarins to deliver coumarin-based 3-halo-1H-indenes in 79–95% yield (6 examples). The reaction involves conversion of the aldehyde into an sp3 carbon with two new C–C bonds and additionally a C–X bond is formed (X = halide).

Thioacetalization of aldehydes and ketones in the presence of hydroxo complexes of platinum(II): An example of Lewis acid catalytic activity

2001 ◽  
Vol 79 (5-6) ◽  
pp. 621-625 ◽  
Author(s):  
Lorenzo Battaglia ◽  
Francesco Pinna ◽  
Giorgio Strukul
Keyword(s):  
Catalytic Activity ◽  
Lewis Acid ◽  
Reaction Rate ◽  
Platinum Complex ◽  
Acid Catalyst ◽  
High Catalytic Activity ◽  
Hydroxo Complexes ◽  
Aldehydes And Ketones ◽  
Lewis Acid Catalyst

The complex [(dppb)Pt(µ-OH)]2(BF4)2 displays high catalytic activity in the thioacetalization of a variety of aldehydes and ketones with mercaptoethanol under very mild conditions. The reaction rate is greatly enhanced by the addition to the reaction mixture of magnesium perchlorate as drying agent and molar turnovers as high as 9700 can be observed. The effect of different desiccating agents is also reported. The reactivity pattern observed, the similarity with other reactions and NMR spectroscopic investigations confirm the possible role of the complex as Lewis acid catalyst in promoting the reaction.Key words: thioacetalization, catalysis, aldehydes, ketones, platinum complex.

Computationally-Guided Investigation of Dual Amine/pi Lewis Acid Catalysts for Direct Additions of Aldehydes and Ketones to Unactivated Alkenes and Alkynes

2020 ◽  
Author(s):  
Eric Greve ◽  
Jacob D. Porter ◽  
Chris Dockendorff
Keyword(s):  
Lewis Acid ◽  
Density Functional ◽  
Acid Catalyst ◽  
Metal Catalyst ◽  
Catalyst Poisoning ◽  
Lewis Acid Catalysts ◽  
Metal Ligands ◽  
Aldehydes And Ketones ◽  
Lewis Acid Catalyst ◽  
Catalyst Systems

Dual amine/pi Lewis acid catalyst systems have been reported for intramolecular direct additions of aldehydes/ketones to unactivated alkynes and occasionally alkenes, but related intermolecular reactions are rare and not presently of significant synthetic utility, likely due to undesired coordination of enamine intermediates to the metal catalyst. We reasoned that bulky metal ligands and bulky amine catalysts could minimize catalyst poisoning and could facilitate certain examples of direct intermolecular additions of aldehyde/ketones to alkenes/alkynes. Density Functional Theory (DFT) calculations were performed that suggested that PyBOX-Pt(II) catalysts for alkene/alkyne activation could be combined with MacMillan’s imidazolidinone organocatalyst for aldehyde/ketone activation to facilitate desirable C-C bond formations, and certain reactions were calculated to be more exergonic than catalyst poisoning pathways. As calculated, preformed enamines generated from the MacMillan imidazolidinone did not displace ethylene from a biscationic (<i>t</i>-Bu)PyBOX-Pt<sup>2+</sup>complex, but neither were the desired C-C bond formations observed under several different conditions.

Computationally-Guided Investigation of Dual Amine/pi Lewis Acid Catalysts for Direct Additions of Aldehydes and Ketones to Unactivated Alkenes and Alkynes

2020 ◽  
Author(s):  
Eric Greve ◽  
Jacob D. Porter ◽  
Chris Dockendorff
Keyword(s):  
Lewis Acid ◽  
Density Functional ◽  
Acid Catalyst ◽  
Metal Catalyst ◽  
Catalyst Poisoning ◽  
Lewis Acid Catalysts ◽  
Metal Ligands ◽  
Aldehydes And Ketones ◽  
Lewis Acid Catalyst ◽  
Catalyst Systems

Dual amine/pi Lewis acid catalyst systems have been reported for intramolecular direct additions of aldehydes/ketones to unactivated alkynes and occasionally alkenes, but related intermolecular reactions are rare and not presently of significant synthetic utility, likely due to undesired coordination of enamine intermediates to the metal catalyst. We reasoned that bulky metal ligands and bulky amine catalysts could minimize catalyst poisoning and could facilitate certain examples of direct intermolecular additions of aldehyde/ketones to alkenes/alkynes. Density Functional Theory (DFT) calculations were performed that suggested that PyBOX-Pt(II) catalysts for alkene/alkyne activation could be combined with MacMillan’s imidazolidinone organocatalyst for aldehyde/ketone activation to facilitate desirable C-C bond formations, and certain reactions were calculated to be more exergonic than catalyst poisoning pathways. As calculated, preformed enamines generated from the MacMillan imidazolidinone did not displace ethylene from a biscationic (<i>t</i>-Bu)PyBOX-Pt<sup>2+</sup>complex, but neither were the desired C-C bond formations observed under several different conditions.

Bis(pentafluorophenyl)tin Dibromide as a Novel Organotin Halide Lewis Acid Catalyst

Synlett ◽  
1996 ◽  
Vol 1996 (09) ◽  
pp. 877-879 ◽  
Author(s):  
Jianxie Chen ◽  
Katsumasa Sakamoto ◽  
Akihiro Orita ◽  
Junzo Otera
Keyword(s):  
Lewis Acid ◽  
Acid Catalyst ◽  
Lewis Acid Catalyst
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