Triplet excitons in polyadenylic Acid.

1-Phenyl-2-benzoyl-8-azacycl(2.2.2)azine, VII.-Heating 450 mg of VI in a sublimation tube at 2400 caused rapid evolution of gas. The residue was taken up in a 2: 1 mixture of benzene-Skelly Solve B and chromatographed over alumina (Woelm, activity 3). The solid obtained from the first eluate fraction was recrystallized from an ether-Skelly Solve B mixture to give 312 mg of orange crystals, mp 112-114°. Anal: Calc. for C21H14N20: C, 81.27; H, 4.55; N, 9.03. Found: C, 81.49; H, 4.66; N, 9.19. 1-Phenyl-8-azacycl(2.2.2)azine, VIII.-A solution of 812 mg of VII and 5.0 gm of potassium hydroxide in 25 ml of 80% aqueous ethanol was sealed in a Carius tube and heated at 130° for 20 hr. After the tube was cooled and opened, the ethanol was removed and water was added. Extraction of the mixture with ether followed by drying and concentration gave 596 mg of a brown solid. This was taken up in a 3: 1 mixture of benzene-Skelly Solve B and chromatographed over alumina (Woelm, activity 3) to give 456 mg of a pale-orange solid. Recrystallization of this from ethanol gave almost-white crystals, mp 124-125o. Anal: Calc. for C14HoN2: C, 81.53; H, 4.89; N, 13.58. Found: C, 81.50; H, 4.99; N, 13.86.