The synthesis and characterization of coumarinoxycyclotriphosphazenes obtained from dihydroxycoumarines with 2,2-dichloro-4,4,6,6-bis[spiro(2',2''-dioxy-1',1''-biphenyl)]-cyclotriphosphazene

In this study, first stage 2-(2,4,5-trimethoxyphenyl)-1-(substitutephenyl)-acrylonitrile (1a-1k) and 2-(2,3,4-trimethoxyphenyl)-1-(substitutephenyl)acrylonitrile (2a-2k) compounds were obtained from the reactions of 2,4,5-trimethoxybenzaldehyde (1) and 2,3,4-trimethoxybenzaldehyde (2) with substitute phenylacetonitriles. In the second stage, 6,7-dihydroxy-3-(substituephenyl)coumarins (3a-3k) and 7,8-dihydroxy-3-(substituephenyl)coumarins (4a-4k) were synthesized from the reactions of 2-(2,4,5-trimethoxyphenyl)-1-(substitutephenyl)acrylonitrile (1a-1k) and 2-(2,3,4-trimethoxyphenyl)-1-(substitutephenyl)acrylonitrile (2a-2k) with pyridinium hydrochloride by using microwave. Cyclotriphosphazenes bearing 2,2'-dioxybiphenyl and phenylcoumarin ring were obtained from the reactions 6,7-dihydroxy-3-(substituephenyl)coumarine and 7,8-dihydroxy-3-(substituephenyl)coumarine compounds with 2,2-dichloro-4,4,6,6-bis[spiro(2',2''-dioxy-1',1''-biphenyl)]cyclotriphosphazene (5) and 2,2,4,4-tetrachloro-6,6-[spiro(2',2''-dioxy-1',1''-biphenyl)]cyclotriphosphazen (7). Synthesized compounds were purified with methods of columm chromatography, crystallization and washing. Then, structures of all original compounds were defined by FT-IR, 31P, 1H, 13C, HETCOR, APT (2D) NMR techniques.