33922-75-7Relevant articles and documents
Synthesis of hetero atom modified pyrromethenones
Bongards, Christian,Gaertner, Wolfgang
, p. 5749 - 5758 (2008/09/17)
A series of six heteroaromatic compounds, ethyl-/methyl-and dimethylfuranones, thiophenones, and cyclopentenones, was synthesized and condensed with a methyl methylpropionate substituted pyrrole, yielding the "right" half of open-chain tetrapyrroles. These compounds serve as light-inducible chromophores in the plant photoreceptor phytochrome. Three-dimensional structure analysis of the 10-oxapyrromethen-1-one 25 revealed a planar conformation, similar to the dipyrromethenone parent compound, stabilized by a hydrogen bond formed between the pyrrole proton and the furanone oxygen atom. All six pyrrole-substituted heteroaromatic derivatives 25-30 show absorbances in the visible spectrum with high molar extinction coefficients. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.