Asymmetric Induction in Organic Photochemistry via the Solid-State Ionic Chiral Auxiliary Approach

ChemInform ◽  
2005 ◽  
Vol 36 (46) ◽  
Author(s):  
John R. Scheffer ◽  
Wujiong Xia
Keyword(s):  
Solid State ◽  
Solid State Ionic ◽  
Chiral Auxiliary ◽  
Asymmetric Induction ◽  
Organic Photochemistry ◽  
State Ionic

Photochemistry of 9-methylbicyclo[3.3.1]nonyl aryl ketones — A novel 1,5-disproportionation of 1,4-hydroxy biradicals and asymmetric induction using the solid-state ionic chiral auxiliary method

2005 ◽  
Vol 83 (9) ◽  
pp. 1460-1472 ◽  
Author(s):  
Shuang Chen ◽  
Brian O Patrick ◽  
John R Scheffer
Keyword(s):  
Solid State ◽  
Single Crystal ◽  
Solid State Ionic ◽  
Chiral Auxiliary ◽  
Asymmetric Induction ◽  
X Ray Crystallography ◽  
Aryl Ketones ◽  
Hydroxy Biradicals ◽  
Phenyl Ketones ◽  
State Ionic

A novel 1,5-disproportionation reaction has been discovered for 1,4-hydroxy biradicals derived from the photolysis of 9-methylbicyclo[3.3.1]nonyl phenyl ketones (1), which undergo mainly Yang cyclization both in solution and the solid state. By applying the solid-state ionic chiral auxiliary method of asymmetric synthesis to the Yang cyclization, enantiomeric excesses as high as 95% were achieved at high reaction conversions. The origin of the reaction selectivity is discussed with the help of X-ray crystallography. In addition, the solid-state photoreaction of ketone 1b was found to occur in a single crystal-to-single crystal fashion.Key words: photochemistry, 1,4-hydroxy biradical, disproportionation, asymmetric induction, ionic chiral auxiliary, single crystal-to-single crystal reaction.

Linearly conjugated benzocyclohexadienone photochemistry in the solid state: ionic chiral auxiliary mediated asymmetric induction

1999 ◽  
Vol 40 (50) ◽  
pp. 8737-8740 ◽  
Author(s):  
Eugene Cheung ◽  
Matthew R. Netherton ◽  
John R. Scheffer ◽  
James Trotter
Keyword(s):  
Solid State ◽  
Solid State Ionic ◽  
Chiral Auxiliary ◽  
Asymmetric Induction ◽  
State Ionic

Preparation and electrochemical properties of Li0.33Sr La0.56–2/3TiO3-based solid-state ionic supercapacitor

2019 ◽  
Vol 45 (2) ◽  
pp. 2584-2590 ◽  
Author(s):  
Dong-liang Lu ◽  
Jiu-ming Ma ◽  
Jia-lin Wu ◽  
Ying-bang Yao ◽  
Tao Tao ◽  
...  
Keyword(s):  
Solid State ◽  
Electrochemical Properties ◽  
Solid State Ionic ◽  
State Ionic
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