Hydrogen bond driven self-assembled C2-symmetric chlorin syn dimers; unorthodox models for chlorophyll 'special pairs' in photosynthetic reaction centres.
Amide linked pyro-pheophorbide a dimers, equipped with a suitable length of linkage, assemble in non-polar solvents by internal hydrogen bonding into C2-symmetric stacked structures as evidenced by UV-vis, fluorescence, IR, CD, 1H NMR spectroscopy and DFT molecular modelling studies.
Laboratory of Organic Chemistry, Department of Chemistry, University of Helsinki, A.I Virtasen aukio 1, P.O. Box 55, FIN-00014, University of Helsinki, Finland.
Taru
T
Nikkonen
Raisa
R
Haavikko
Juho
J
Helaja
D000577:Amides / Q000737:chemistry*; D002734:Chlorophyll / Q000031:analogs & derivatives / Q000737:chemistry*; D002942:Circular Dichroism; D019281:Dimerization; D005453:Fluorescence; D006860:Hydrogen Bonding; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011166:Porphyrins / Q000138:chemical synthesis*; D012997:Solvents / Q000737:chemistry; D014961:X-Ray Diffraction
D000577:Amides; D011166:Porphyrins; D012997:Solvents; D002734:Chlorophyll; C006969:chlorin; C032623:pheophorbide a