Journal of Photoscience
- Volume 1 Issue 2
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- Pages.107-111
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- 1994
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- 1225-8555(pISSN)
PHOTOCATALYTIC ISOQUINOLINE PRODUCTION AND N-ALKYLATION BY PLATINIZED TITANIUM(IV) OXIDE PARTICLES SUSPENDED IN ALCOHOLIC SOLUTION OF PHENETHYLAMINES
- Bunsho Ohtani (To whom all correspondence should be addressed) ;
- Yoshiko Moriguchi (Division of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University) ;
- Nishimoto, Sei-Ichi (Division of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University) ;
- Tomoyuki Inui (Division of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University)
- Published : 1994.06.01
Abstract
Photocatalytic ($\lambda$$_{ex}$ > 300 nm) reaction at room temperature by platinized titanium (IV) oxide particles produced 1-methyl-1, 2, 3, 4-tetrahydroisoquinolines (MIQ's) from phenethylamines in aqueous ethanol suspension under deaerated atmosphere. Among the phenethylamines, dopamine (2-(3, 4-dihydroxyphenyl) ethylamine) showed the highest reactivity to give MIQ almost selectively under the neutralized conditions. The other phenethylamines gave predominantly N-alkylated and N, N-dialkylated products in the methanol or ethanol solutions. The reaction mechanism includes a Schiff base intermediate to undergo either nucleophilic attack leading to MIQ or reduction to N-alkylated products.
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