STRUCTURES AND PHOTOREACTIVITIES OF N-ISOPROPYL-N-METHYLPHENYLGLYOXYLAMIDE INCLUDED IN 2 CLATHRATE CRYSTALS AS A GUEST

The achiral N-isopropyl-N-methylphenylglyoxylamide molecule forms 1:2 host-guest complexes with the two kinds of the chiral host molecules d erived from tartaric acid. The guest molecules in both of the clathrat e crystals, I and II, are converted to the chiral beta-lactam and oxaz olidinone on exposure to a Hg lamp. The crystal structures of I and II , which are very similar to each other, were determined by X-rays: (1) 4.4)nonane]N-isopropyl-N-methylphenylglyoxylamide, (C33H32O4)2.(C12H1 5NO2), f(w)=1190.49, a=10.404(2), b=34.056(3), c=9.434(3) angstrom, be ta=94.87(2)-degrees, V=3331(1) angstrom3, Final R became 0.056. (II) 4 .5)decane]N-isopropyl-N-methylphenylglyoxylamide, (C34H34O4)2.(C12H15N O2), f(w)=1218.54, a=10.4616(5), b=34.358(2), c=9.469(4) angstrom, bet a=94.798(3)-degrees, V=3391.4(3) angstrom3, Final R became 0.052. The guest molecule in each crystal is hydrogen bonded to the two host mole cules. The absolute configurations of the chiral products seem to depe nd on the conformations of the guest molecules in I and Il.