"Absolute" Asymmetric Synthesis Using the Chiral Crystal Environment: Photochemical Hydrogen Abstraction from Achiral Acyclic Monothioimides in the Solid State

1995 ◽  
Vol 60 (22) ◽  
pp. 7088-7089 ◽  
Author(s):  
Masami Sakamoto ◽  
Masaki Takahashi ◽  
Motoki Shimizu ◽  
Tsutomu Fujita ◽  
Takehiko Nishio ◽  
...  
Keyword(s):  
Solid State ◽  
Asymmetric Synthesis ◽  
Hydrogen Abstraction ◽  
Absolute Asymmetric Synthesis

Mechanism of Absolute Asymmetric Synthesis and Solid-State CD Spectroscopy of BPOB

2008 ◽  
Vol 24 (06) ◽  
pp. 955-960
Author(s):  
XUAN Wei-Min ◽  
◽  
◽  
ZOU Fang ◽  
CHEN Lei-Qi ◽  
...  
Keyword(s):  
Solid State ◽  
Asymmetric Synthesis ◽  
Cd Spectroscopy ◽  
Absolute Asymmetric Synthesis

Solid-State Photochemical Reaction of S-Phenyl-N-(benzoylformyl)thiocarbamates: "Absolute" Asymmetric Synthesis Using the Chiral Crystal Environment

1995 ◽  
Vol 60 (15) ◽  
pp. 4682-4683 ◽  
Author(s):  
Masami Sakamoto ◽  
Masaki Takahashi ◽  
Tsutomu Fujita ◽  
Takehiko Nishio ◽  
Ikuo Iida ◽  
...  
Keyword(s):  
Solid State ◽  
Asymmetric Synthesis ◽  
Photochemical Reaction ◽  
Absolute Asymmetric Synthesis

Absolute Asymmetric Synthesis of Tertiary α-Amino Acids

2012 ◽  
Vol 124 (20) ◽  
pp. 5065-5068 ◽  
Author(s):  
Thi Thoa Mai ◽  
Mathieu Branca ◽  
Didier Gori ◽  
Régis Guillot ◽  
Cyrille Kouklovsky ◽  
...  
Keyword(s):  
Amino Acids ◽  
Asymmetric Synthesis ◽  
Absolute Asymmetric Synthesis

A tale of hydrogen abstraction, initially detectedviaX-ray diffraction

2014 ◽  
Vol 70 (3) ◽  
pp. 250-255 ◽  
Author(s):  
Alice K. Hui ◽  
Chun-Hsing Chen ◽  
Adam M. Terwilliger ◽  
Richard L. Lord ◽  
Kenneth G. Caulton
Keyword(s):  
Solid State ◽  
Density Functional ◽  
Computational Study ◽  
Hydrogen Abstraction ◽  
Open Shell ◽  
X Ray Diffraction ◽  
Neutral Radical ◽  
X Ray ◽  
Chloride Ligand ◽  
Synthetic Reaction

Reaction of a bis-tetrazinyl pyridine pincer ligand, btzp, with a vanadium(III) reagent gives not a simple adduct but dichlorido{3-methyl-6-[6-(6-methyl-1,2,4,5-tetrazin-3-yl-κN2)pyridin-2-yl-κN]-1,4-dihydro-1,2,4,5-tetrazin-1-yl-κN1}oxidovanadium(IV) acetonitrile 2.5-solvate, [V(C11H10N9)Cl2O]·2.5CH3CN, a species which X-ray diffraction reveals to have one H atom added to one of the two tetrazinyl rings. This H atom was first revealed by a short intermolecular N...Cl contact in the unit cell and subsequently established, from difference maps, to be associated with a hydrogen bond. One chloride ligand has also been replaced by an oxide ligand in this synthetic reaction. This formula for the complex, [V(Hbtzp)Cl2O], leaves open the question of both ligand oxidation state and spin state. A computational study of all isomeric locations of the H atom shows the similarity of their energies, which is subject to perturbation by intermolecular hydrogen bonding found in X-ray work on the solid state. These density functional calculations reveal that the isomer with the H atom located as found in the solid state contains a neutral radical Hbtzp ligand and tetravalentd1V center, but that these two unpaired electrons are more stable as an open-shell singlet and hence antiferromagnetically coupled.

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