give 148 mg (0.43 mmol) of 1,3,3-triphenylisoÍndole, mp 145°( lit.16 mp 145.5°), identified by comparison with a known sample.15Pyrex-Filtered Irradiation of Benzophenone Azine (1) in Methanol.-The reaction procedure was the same as that described for the Vycor-filtered irradiation of 1 except that a Pyrex filter was used and the reaction time was extended to 72 hr. At the end of this time no reaction had taken place.Vycor-Filtered Irradiation of Benzophenone Azine (1) in Benzene.-The procedure was again the same as the irradiation procedure for 1 in methanol except that the solvent was changed to benzene. The irradiation time was 72 hr. No reaction was observed.Vycor-Filtered Irradiation of 1,1,1', 1'.-Tetraphenylazomethane (7) in Methanol.-The irradiation and isolation procedures were the same as those used in the Vycor-filtered irradiation of 1 except that 1.09 g (3.00 mmol) of 1,1,1', 1 '-tetraphenylazomethane was irradiated and the irradiation time was 45 min.Fractions 7 and 8 afforded 61 mg of a mixture of biphenyl and diphenylmethane. Rechromatography separated this pair into 9 mg (0.06 mmol) of biphenyl and 51 mg (0.30 mmol) of diphenylmethane, both identified by ir and nmr spectroscopy. Fraction 9 yielded 27 mg (0.15 mmol) of cis-stilbene, also identified by ir and nmr spectroscopy. Fractions 14-19 gave 180 mg of l-(2-biphenylyl)-l,2-diphenylethane, mp 75-78°.
We have prepared a variety of derivatives of adenosine which, at neutral pH's, carry protonated amine functions. These derivatives form stable helical structures with polyuridylic acid, but the melting points are not substantially higher than those of helical complexes formed by adenosine derivatives lacking cationic groups.
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