A. Osuka et al., COVALENTLY-LINKED PYROPHEOPHORBIDE DIMERS AS MODELS OF THE SPECIAL PAIR IN THE PHOTOSYNTHETIC REACTION-CENTER, Tetrahedron, 52(12), 1996, pp. 4311-4326
Covalently linked pyropheophorbide dimers were prepared by the condens
ation reactions 3-devinyl-3-carboxylpyropheophorbide-alpha. Among thes
e, dimers bridged by 1,8-naphthalene spacers exhibit large electronic
interactions in the H-1 NMR and UV-visible spectra and in the redox po
tentials. In addition, a 1,8-naphthalene-bridged amide-linked dimer di
splays notable broadening and split CD effect in the Qy band as well a
s strong fluorescence quenching, being analogous to the special pair i
n the photosynthetic reaction center.