scholarly journals Mechanism and origins of selectivity in the enantioselective oxa-Pictet–Spengler reaction: a cooperative catalytic complex from a hydrogen bond donor and chiral phosphoric acid

2020 ◽  
Vol 11 (33) ◽  
pp. 8736-8743
Author(s):  
Mark A. Maskeri ◽  
Alexander C. Brueckner ◽  
Taisiia Feoktistova ◽  
Matthew J. O'Connor ◽  
Daniel M. Walden ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Quantum Mechanics ◽  
Phosphoric Acid ◽  
Catalytic Complex ◽  
Hydrogen Bond Donor ◽  
New Model ◽  
Chiral Phosphoric Acid ◽  
Computational Quantum

A new model for the cooperative catalytic oxa-Pictet–Spengler reaction is disclosed. Supporting spectroscopic, kinetic, and computational quantum mechanics studies permit the rationalization of the reaction's observed enantioselectivity.

Chiral phosphoric acid catalysis: from numbers to insights

2018 ◽  
Vol 47 (4) ◽  
pp. 1142-1158 ◽  
Author(s):  
Rajat Maji ◽  
Sharath Chandra Mallojjala ◽  
Steven E. Wheeler
Keyword(s):  
Phosphoric Acid ◽  
Quantum Chemistry ◽  
Acid Catalysis ◽  
Asymmetric Reactions ◽  
Computational Quantum Chemistry ◽  
Chiral Phosphoric Acid ◽  
Computational Quantum ◽  
Phosphoric Acids

Chiral phosphoric acids (CPAs) have emerged as powerful organocatalysts for asymmetric reactions, and applications of computational quantum chemistry have revealed important insights into the activity and selectivity of these catalysts.

Insights into the Chiral Phosphoric Acid-Catalyzed Dynamic Kinetic Asymmetric Hydroamination of Racemic Allenes: An Allyl Carbocation/Phosphate Pair Mechanism

2021 ◽  
Vol 86 (5) ◽  
pp. 4121-4130
Author(s):  
Yuting Qiu ◽  
Haiyan Yuan ◽  
Xiaoying Zhang ◽  
Jingping Zhang
Keyword(s):  
Phosphoric Acid ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed

scholarly journals A Molecular Stereostructure Descriptor Based On Spherical Projection

Synlett ◽  
2020 ◽  
Author(s):  
Shuo-Qing Zhang ◽  
Xin Hong ◽  
Li-Cheng Xu ◽  
Xin Li ◽  
Miao-Jiong Tang ◽  
...  
Keyword(s):  
Machine Learning ◽  
Phosphoric Acid ◽  
Asymmetric Catalysis ◽  
Van Der Waals ◽  
Chiral Phosphoric Acid ◽  
Key Features ◽  
Precise Representation ◽  
Spherical Projection

AbstractDescription of molecular stereostructure is critical for the machine learning prediction of asymmetric catalysis. Herein we report a spherical projection descriptor of molecular stereostructure (SPMS), which allows precise representation of the molecular van der Waals (vdW) surface. The key features of SPMS descriptor are presented using the examples of chiral phosphoric acid, and the machine learning application is demonstrated in Denmark’s dataset of asymmetric thiol addition to N-acylimines. In addition, SPMS descriptor also offers a color-coded diagram that provides straightforward chemical interpretation of the steric environment.

Aliphatic Carboxylic Acid as Hydrogen-Bond Donor for Converting CO2 and Epoxide into Cyclic Carbonate under Mild Conditions

2021 ◽  
Author(s):  
Zheng Wang ◽  
Yajun Wang ◽  
Qianjie Xie ◽  
Zhiying Fan ◽  
Yehua Shen
Keyword(s):  
Hydrogen Bond ◽  
Carboxylic Acid ◽  
Value Added ◽  
Cyclic Carbonate ◽  
Hydrogen Bond Donor ◽  
Title Reaction ◽  
Aliphatic Carboxylic Acid ◽  
Mild Conditions ◽  
Atmospheric Carbon

The coupling of CO2 and epoxide is promising way to reduce atmospheric carbon by converting it into value-added cyclic carbonate. Pursuing efficient catalysts is highly attractive for the title reaction....

Role of the hydrogen bond donor component for a proper development of novel hydrophobic deep eutectic solvents

2019 ◽  
Vol 281 ◽  
pp. 423-430 ◽  
Author(s):  
Matteo Tiecco ◽  
Federico Cappellini ◽  
Francesco Nicoletti ◽  
Tiziana Del Giacco ◽  
Raimondo Germani ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Deep Eutectic Solvents ◽  
Hydrogen Bond Donor

scholarly journals Development of Chiral Phosphoric Acid Catalyst

2019 ◽  
Vol 77 (8) ◽  
pp. 850-853
Author(s):  
Takahiko Akiyama
Keyword(s):  
Phosphoric Acid ◽  
Acid Catalyst ◽  
Chiral Phosphoric Acid

Identifying Selective Host–Guest Interactions Based on Hydrogen Bond Donor–Acceptor Pattern in Functionalized Al-MIL-53 Metal–Organic Frameworks

2013 ◽  
Vol 117 (39) ◽  
pp. 19991-20001 ◽  
Author(s):  
Julia Wack ◽  
Renée Siegel ◽  
Tim Ahnfeldt ◽  
Norbert Stock ◽  
Luís Mafra ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Metal Organic Frameworks ◽  
Hydrogen Bond Donor ◽  
Donor Acceptor ◽  
Metal Organic

6,9-Dibromo-2a,10b-diphenyl-2a,5,10,10b-tetrahydro-2H,3H-2,3,4a,10a-tetraazabenzo[g]cyclopenta[cd]azulene-1,4-dione monohydrate

2006 ◽  
Vol 62 (5) ◽  
pp. o1754-o1755
Author(s):  
Neng-Fang She ◽  
Sheng-Li Hu ◽  
Hui-Zhen Guo ◽  
An-Xin Wu
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bond ◽  
Hydrogen Bonds ◽  
Water Molecule ◽  
Title Compound ◽  
Supramolecular Structure ◽  
Hydrogen Bond Donor ◽  
Hydrogen Bond Acceptor ◽  
Compound C ◽  
Bifurcated Hydrogen Bond

The title compound, C24H18Br2N4O2·H2O, forms a supramolecular structure via N—H...O, O—H...O and C—H...O hydrogen bonds. In the crystal structure, the water molecule serves as a bifurcated hydrogen-bond acceptor and as a hydrogen-bond donor.

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