92310-75-3Relevant academic research and scientific papers
The Crystallographic Characterization of an Unusual Chemical Reversal of Photoisomerization
Cornforth, John,Patrick, Vincent A.,White, Allan H.
, p. 1453 - 1460 (2007/10/02)
Imines formed from pinacolone and primary amines could be acylated by acid chlorides or anhydrides to products hydrolysable to 1,3-diones.Benzoyl chloride with pinacolone benzylimine gave 3-(N-benzoyl-N-benzylamino)-4,4-dimethyl-1-phenylpent-2-en-1-one, both geometrical isomers of which were prepared.The yellow Z isomer was converted into the colourless E isomer on exposure to daylight and this change was reversed by brief treatment of the E isomer with aqueous ethanolic alkali.The Z and E isomers have been characterized crystallographically.The E isomer is monoclinic, C2/c, a 10.241(4), b 17.199(6), c 25.495(9) Angstroem, β 100.45(3) deg, Z = 8; R was 0.052 for 1947 'observed reflections.The Z-isomer is orthorhombic, P212121, a 18.24(1), b 15.60(1), c 7.871(4) Angstroem, Z = 4; R was 0.61 for 902 'observed' reflections.
