Development of Optically Functionalized Materials based on Giant Porphyrin Arrays

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1) We have prepared a series of meso-meso linked diporphyrins strapped with variable length dioxymethylene group. These diporphyrins exhibit systematic spectral changes upon the decrease in the dihedral angle. Two-bands shape Soret band in non-strapped diporphyrins changes into four-bands shape Soret band.2) Discrete 1024-mer of meso-meso linked porphyrin arrays has been prepared and characterized, which is by far the longest man-made dicrete molecule. It is to be noted that even l-240mer is certainly soluble in organic solvents and can be manipulated.3) Oxidation with Sc(OTf)_3 and DDQ realized very efficient transformation of end-phenyl capped meso-meso linked porphyrin arrays to triply-linked conjugated porphyrin arrays. The absorption spectra of these conjugated 6-mer, 8-mer and 12-mer display the electronic absorption band deep into infrared region up to 1500cm^<-1>.4) Starting from 5,10-diaryl metalloporphyrin, conjugated rectangular-shaped porphyrin sheets have been prepared in 10-15% yields, which have 2-dimensionally expanded π-network.