Heterocyclic Aromatic Amide Protecting Groups for Aryl and Phthalocyaninesulfonic Acids
| dc.contributor.author | Leznoff, Clifford C. | |
| dc.contributor.author | van Lier, Johan E. | |
| dc.contributor.author | Li, Zhaopeng | |
| dc.date.accessioned | 2011-01-24T20:19:06Z | |
| dc.date.available | 2011-01-24T20:19:06Z | |
| dc.date.issued | 1999 | |
| dc.description.abstract | Pyrroles, indole, imidazole, and a pyrazole were treated with 3,4-dibromobenzenesulfonyl chloride to form 3,4-dibromobenzenesulfonamides. The 1-(3,4-dibromophenylsulfonyl)pyrrole and 1-(3,4-dibromophenylsulfonyl)indole were stable to CuCN in DMF to produce 1-(3,4-dicyanophenylsulfonyl)pyrrole and 1-(3,4-dicyanophenylsulfonyl)indole, which upon treatment with ammonia in 2-N,N-dimethylaminoethanol gave the protected phthalocyanine-2,9,16,23- tetrasulfonamides. Base cleavage of these sulfonamides yielded the free acids. A mixed condensation of 4,5-diheptylphthalonitrile and 1-(3,4-dicyanophenylsulfonyl)pyrrole gave 9,10,16,17,23,24-hexakis(1-heptyl)-2-(1- pyrrolylsulfonyl)phthalocyanine. Cleavage of the latter yielded the lithium salt of the monosulfonic acid. | |
| dc.identifier.citation | Z. Li, J. van Lier, and C. C. Leznoff, “Heterocyclic aromatic amide protecting groups for aryl and phthalocyaninesulfonic acids,” Canadian Journal of Chemistry, vol. 77, no. 1, pp. 138–145, Jan. 1999. | en |
| dc.identifier.uri | http://hdl.handle.net/10315/6620 | |
| dc.identifier.uri | https://doi.org/10.1139/v98-219 | |
| dc.language.iso | en | en |
| dc.publisher | Canadian Journal of Chemistry, NRC Research Press | en |
| dc.subject | sulfonic acid blocking groups | |
| dc.subject | phthalocyanine sulfonic acids | |
| dc.subject | 1-(3,4-dicyanophenylsulfonyl)pyrrole | |
| dc.subject | 1-(3,4-dicyanophenylsulfonyl)indole | |
| dc.title | Heterocyclic Aromatic Amide Protecting Groups for Aryl and Phthalocyaninesulfonic Acids | en |
| dc.type | Article | en |