ChemInform Abstract: Preparation of Salicylic Acid Resin Supported FeCl3 Lewis Acid Catalyst and Its Application in Organic Synthesis.

ChemInform ◽  
2010 ◽  
Vol 29 (33) ◽  
pp. no-no
Author(s):  
H. YANG ◽  
B. LI ◽  
Y. CUI
2021 ◽  
Author(s):  
Shuai Zhao ◽  
Juhui Zhang ◽  
Yongchang Zhai ◽  
Xiaoqin Zou ◽  
Shaolei Wang ◽  
...  

Tritylium salts have been used as Lewis acid catalyst in organic synthesis for a long time. In this work, we found that the Lewis acid catalytic activity of tritylium ions...


2020 ◽  
Author(s):  
Eric Greve ◽  
Jacob D. Porter ◽  
Chris Dockendorff

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.


2020 ◽  
Author(s):  
Eric Greve ◽  
Jacob D. Porter ◽  
Chris Dockendorff

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.


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

Tetrahedron ◽  
2012 ◽  
Vol 68 (6) ◽  
pp. 1774-1781 ◽  
Author(s):  
Chigusa Seki ◽  
Masafumi Hirama ◽  
N.D.M. Romauli Hutabarat ◽  
Junko Takada ◽  
Chonticha Suttibut ◽  
...  

Tetrahedron ◽  
2006 ◽  
Vol 62 (17) ◽  
pp. 4059-4064 ◽  
Author(s):  
Rina Ghosh ◽  
Swarupananda Maiti ◽  
Arijit Chakraborty ◽  
Santu Chakraborty ◽  
Alok K. Mukherjee

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