27835-18-3Relevant academic research and scientific papers
CHIRAL LASER PHOTOCHEMISTRY : PHOTORESOLUTION ACCOMPANYING PHOTOISOMERIZATION OF (+/-)-1-ACETYL(BENZOYL)AMINOBICYCLOHEPTA-3,6-DIEN-2-ONE TO OPTICALLY ACTIVE 7-ISOMERS. A PHOTOCHEMICAL PROCDURE FOR CHIRALITY ENHANCEMENT OF (-)-(1S,5S)-7-ACETYLAMINOBICYCLOHEPTA-3,6-DIEN-2-ONE
Cavazza, Marino,Morganti, Gioia,Zandomeneghi, Maurizio
, p. 891 - 896 (2007/10/02)
Photoisomerization of (+/-)-1-acetylaminobicyclohepta-3,6-dien-2-one (+/-)-2b with u.v. left circularly polarized light up to 36percent conversion led to (-)-(1S,5R)-(2b) max. (347)-4.2 dm3 mol-1 cm-1> and (-)-(1S,5S)-7-acetylaminobicyclohepta-3,6-dien-2-one (-)-(3b) max. (345) -3.3>.The optical purities obtained allowed us to measure circular dichroism for λ > 260 nm.An analogous procedure when applied to the benzoylamino-derivatives gave Δεmax. (348) -5.0 and Δεmax. (346) -4.9 for the 1- and 7- derivatives, respectively.Further chirality enhancement to o.p. 2.9percent permitted a complete (>200 nm) c.d. spectrum to be obtained for (-)-(3b).
