Photochirogenesis in chiral ionic liquid: enantiodifferentiating [4+4] photocyclodimerization of 2-anthracenecarboxylic acid in (R)-1-methyl-3-(2,3-dihydroxypropyl)imidazolium bistriflimide.
Enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylic acid and its alkali metal salts performed in a chiral ionic liquid gave chiral cyclodimers in good enantiomeric excesses of up to 41%, which is the highest ever reported for a photochirogenic reaction in chiral media.
Fukuhara
Gaku
G
Department of Applied Chemistry, Osaka University, 2-1 Yamada-oka, Suita 565-0871, Japan.
Chiappe
Cinzia
C
Mele
Andrea
A
Melai
Bernardo
B
Bellina
Fabio
F
Inoue
Yoshihisa
Y
D000873:Anthracenes / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D003500:Cyclization; D003512:Cyclohexanones / Q000737:chemistry*; D019281:Dimerization; D007093:Imidazoles / Q000737:chemistry*; D052578:Ionic Liquids / Q000737:chemistry*; D015394:Molecular Structure; D010777:Photochemistry; D013237:Stereoisomerism
C552066:(R)-1-methyl-3-(2,3-dihydroxypropyl)imidazolium bistriflimide; D000873:Anthracenes; D002264:Carboxylic Acids; D003512:Cyclohexanones; D007093:Imidazoles; D052578:Ionic Liquids; C107996:anthracene-1-carboxylic acid