Toward carboxylate group functionalized A4, A2B 2, A3B oxaporphyrins and zinc complex of oxaporphyrins

Ram Ambre, Chien Yi Yu, Sandeep B. Mane, Ching-Fa Yao, Chen Hsiung Hung

Research output: Contribution to journal › Article

13 Citations (Scopus)

Abstract

Series of new oxaporphyrins were isolated from the reaction of furan-1,4-diol, pyrrole, and an aldehyde under Lindsey's conditions, which gives easy access to ester group functionalized oxaporphyrins. The ester substituents can be readily hydrolyzed to terminal carboxylic acid in the presence of KOH. The Zn(II) oxaporphyrins have been synthesized from the reaction of free base with ZnCl2 and fully characterized by variable temperature NMR, 2D NMR, and single crystal X-ray diffraction studies.

Original languageEnglish
Pages (from-to)4680-4688
Number of pages9
JournalTetrahedron
Volume67
Issue number25
DOIs
Publication statusPublished - 2011 Jun 24

Fingerprint

Zinc
Esters
Nuclear magnetic resonance
Pyrroles
Carboxylic Acids
Aldehydes
X-Ray Diffraction
Single crystals
X ray diffraction
Temperature
furan

Keywords

  • Core-Modified Porphyrin
  • Oxaporphyrin
  • Porphyrin Synthesis
  • X-ray structure
  • Zinc Porphyrin

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Toward carboxylate group functionalized A4, A2B 2, A3B oxaporphyrins and zinc complex of oxaporphyrins. / Ambre, Ram; Yu, Chien Yi; Mane, Sandeep B.; Yao, Ching-Fa; Hung, Chen Hsiung.

In: Tetrahedron, Vol. 67, No. 25, 24.06.2011, p. 4680-4688.

Research output: Contribution to journal › Article

Ambre, R, Yu, CY, Mane, SB, Yao, C-F & Hung, CH 2011, 'Toward carboxylate group functionalized A4, A2B 2, A3B oxaporphyrins and zinc complex of oxaporphyrins', Tetrahedron, vol. 67, no. 25, pp. 4680-4688. https://doi.org/10.1016/j.tet.2011.04.034
Ambre R, Yu CY, Mane SB, Yao C-F, Hung CH. Toward carboxylate group functionalized A4, A2B 2, A3B oxaporphyrins and zinc complex of oxaporphyrins. Tetrahedron. 2011 Jun 24;67(25):4680-4688. https://doi.org/10.1016/j.tet.2011.04.034
Ambre, Ram ; Yu, Chien Yi ; Mane, Sandeep B. ; Yao, Ching-Fa ; Hung, Chen Hsiung. / Toward carboxylate group functionalized A4, A2B 2, A3B oxaporphyrins and zinc complex of oxaporphyrins. In: Tetrahedron. 2011 ; Vol. 67, No. 25. pp. 4680-4688.
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