Chiral Diamines 4:  A Computational Study of the Enantioselective Deprotonation of Boc-pyrrolidine with an Alkyllithium in the Presence of a Chiral Diamine

2001 ◽  
Vol 123 (34) ◽  
pp. 8231-8238 ◽  
Author(s):  
Kenneth B. Wiberg ◽  
William F. Bailey
Keyword(s):  
Computational Study ◽  
Chiral Diamine ◽  
Chiral Diamines ◽  
Enantioselective Deprotonation

Theoretical Study of Stereoselectivity for Syn-Selective Cross-Aldol Reactions of Aldehydes Catalyzed by Chiral Diamine Organocatalysts

2013 ◽  
Vol 798-799 ◽  
pp. 59-62
Author(s):  
Cheng Yan Zhao ◽  
Ai Ping Fu ◽  
Hong Liang Li ◽  
Ping Wang ◽  
Yong Xu ◽  
...  
Keyword(s):  
Theoretical Study ◽  
Enantiomeric Excess ◽  
Aldol Reactions ◽  
Quantum Mechanical ◽  
Computational Studies ◽  
Poor Agreement ◽  
Chiral Diamine ◽  
Direct Cross ◽  
The Subject ◽  
Chiral Diamines

Quantum mechanical calculations have been performed to study the stereoselectivities in the direct cross-aldol reactions of aldehydes catalyzed by simple chiral diamines. The detailed computational studies on the stereochemistry-controlling step of the subject reactions have been presented by DFT calculations at the B3LYP/6-31G* level. The poor agreement between the calculated and the observed diastereomeric ratio and enantiomeric excess values is obtained for all diamines catalysts. Further M06-2X calculations can provide a reasonable explanation for the observed syn-selectivities of the asymmetric cross-aldol reaction between propionaldehyde and 4-nitrobenzaldehyde.

scholarly journals Intermolecular Chirality Modulation of Binaphthalene-Bridged Bisporphyrins With Chiral Diamines

2021 ◽  
Vol 8 ◽  
Author(s):  
Wenxin Lu ◽  
Lei Gong ◽  
Chaorui Su ◽  
Qibao Wang ◽  
Qing Ling ◽  
...  
Keyword(s):  
Molecular Modeling ◽  
Optical Sensing ◽  
Supramolecular Interactions ◽  
Chiral Diamine ◽  
Sandwich Type ◽  
Chiral Diamines ◽  
Circular Dichroïsm ◽  
Porphyrin Dimers ◽  
Nmr Titrations

A new pair of 2,2ʹ-diamino-1,1ʹ-binaphthyl linked porphyrin dimers, (R)-/(S)-H, were synthesized to study their supramolecular interactions with a pair of chiral diamines ((R)-/(S)-PPDA) by using UV-Vis absorption, fluorescence and NMR titrations. The spectroscopic titrations indicated that sandwich-type 1:1 complexes were formed at low guest concentration and then transformed to 1:2 open complexes at high guest concentration. The supramolecular interactions afforded sensitive circular dichroism responses, and the CD signs of the 1:1 complexes are decided by the stereostructure of chiral diamine guests. Moreover, due to the shortened linking units, (R)-/(S)-H show more sensitive and predicable CD response than the previously reported hosts (R)-/(S)-H1 and this can be reasonably explained by DFT molecular modeling. The present results suggest (R)-/(S)-H are promising for chiral optical sensing.

An Experimental and Computational Study of the Enantioselective Lithiation ofN-Boc-pyrrolidine Using Sparteine-like Chiral Diamines

2004 ◽  
Vol 126 (47) ◽  
pp. 15480-15489 ◽  
Author(s):  
Peter O'Brien ◽  
Kenneth B. Wiberg ◽  
William F. Bailey ◽  
Jean-Paul R. Hermet ◽  
Matthew J. McGrath
Keyword(s):  
Computational Study ◽  
Chiral Diamines

scholarly journals A combined experimental and computational study to decipher complexity in the asymmetric hydrogenation of imines with Ru catalysts bearing atropisomerizable ligands

2021 ◽  
Author(s):  
Félix León ◽  
Aleix Comas-Vives ◽  
Eleuterio Álvarez ◽  
Antonio Pizzano
Keyword(s):  
Computational Study ◽  
Asymmetric Hydrogenation ◽  
Outer Sphere ◽  
Ru Catalysts ◽  
Effective Catalyst ◽  
Chiral Diamine ◽  
Sphere Mechanism

RuCl2(P–OP)(N–N) complexes containing an atropisomerizable phosphine–phosphite and a chiral diamine are effective catalyst precursors for the asymmetric hydrogenation of N-aryl imines following an outer-sphere mechanism.

Chiral Organolithium Complexes:  The Effect of Ligand Structure on the Enantioselective Deprotonation of Boc-Pyrrolidine

1996 ◽  
Vol 61 (15) ◽  
pp. 5190-5190
Author(s):  
Donald J. Gallagher ◽  
Shengde Wu ◽  
Nikola A. Nikolic ◽  
Peter Beak
Keyword(s):  
Ligand Structure ◽  
Enantioselective Deprotonation
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