992-36-9Relevant articles and documents
Alternate syntheses of pyrromethanes and porphyrins using acid-modified montmorillonite K-10 clay
Freeman, Beverly A.,Smith, Kevin M.
, p. 1843 - 1855 (1999)
A variety of porphyrins and pyrromethanes are prepared using Montmorillonite clay mixed with a variety of acids (p-TsOH, BF3 · Et2O). The ease of use of the naturally occurring clay as a co-catalyst makes it an attractive reagent for
Functionalization of 3,5,8-trichlorinated BODIPY dyes
Wang, Haijun,Fronczek, Frank R.,Vicente, M. Graa H.,Smith, Kevin M.
, p. 10342 - 10352 (2015/02/19)
Catalytic hydrogenation of dibenzyl 5-dipyrroketone-2,9-dicarboxylates followed by decarboxylative iodination affords a 2,9-diiododipyrroketone which gives a 2,5,9-trichlorodipyrromethene hydrochloride after nucleophilic addition/elimination, with adventitious chloride to replace the two iodide groups. Treatment with BF3·Et2O gives a 3,5,8-trichloro-BODIPY that readily undergoes regioselective Stille coupling at the 8-position, or homo/mixed couplings at the 3,8- or 3,5- and 8-positions. Stepwise and controlled replacement of the 3,5- and 8-chlorine atoms using Stille reagents results in formation of a completely unsymmetrical trisubstituted BODIPY. Several examples of unsymmetrical BODIPYs were synthesized and characterized using this methodology. Structure features of new BODIPYs are discussed within the context of 14 new X-ray structures, and photophysical parameters of all new BODIPY compounds are reported and discussed.
Fabrications of potential imaging probes based on a β-alkyl substituted porphyrin with a terpyridine external coordination site
Suzuki, Masaaki,Uehara, Tomoya,Arano, Yasushi,Hoshino, Tyuji,Neya, Saburo
scheme or table, p. 7164 - 7167 (2012/02/14)
We report synthesis and coordination properties of β-alkyl porphyrin derivatives bearing terpyridylphenyl substituents at the meso-position and propionate side chains at the β-positions. Rhenium(I) carbonyl ion was encapsulated not in the core but in the