Selective Synthesis of Tripyrranes, Tetrapyrranes, and Corroles


AYDIN G., TEMELLİ B., ÜNALEROĞLU C.

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, sa.34, ss.7583-7593, 2015 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Basım Tarihi: 2015
  • Doi Numarası: 10.1002/ejoc.201501062
  • Dergi Adı: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.7583-7593
  • Hacettepe Üniversitesi Adresli: Evet

Özet

A new, catalytic, and general methodology was developed for the direct synthesis of unsymmetrical AB-type tripyrranes by reaction of dipyrromethanesulfonamides with pyrrole. Key structure dipyrromethanesulfonamides were synthesized by the addition of meso-substituted dipyrromethanes to Cu(OTf)(2)-activated tosylimines. The introduced method enables selective preparation of tetrapyrranes in high yields by tuning the conditions of the addition reaction. The oxidation of tetrapyrranes by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone afforded only corresponding A(3)-and trans-A(2)B-corroles.