Abstract
The synthesis of new glycoconjugated phthalonitrile connected with galactose moiety by triazole spacer via Cu(II)-mediated click reaction is reported. Reaction of azido derivatives of.β-d-galactopyranose tetraacetate with 4-O-propargyloxy-substituted phthalonitrile in presence copper(II) sulfate pentahydrate and sodium l-ascorbate in tert-butanol/water gave desired glycophthalonitrile with 79% yield. Obtained phthalonitrile underwent mixed-cyclisation with the 4-tert-butyl-substituted phthalonitrile, to afford the mono-glycosylated platinum(II) phthalocyanine. Upon irradiation these compounds could sensitise the formation of singlet oxygen in acetone, with 0.90 quantum yield by method with use of 1,3-diphenylisobenzofuran (DPBF) as scavenger.
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