A type of porphyrin-chlorin heterodimers have been synthesized in a one-pot reaction, and their porphyrin and chlorin moieties are directly β,β'-linked through an sp(3) carbon. These species have been characterized by mass spectroscopy, (1)H NMR, X-ray crystallography, cyclic voltammetry, UV-vis and fluorescence spectroscopy.

5-(8-ethoxycarbonyl-1-naphthyl)-10,15,20-triphenyl porphyrin (ENTPP) has been synthesized in a one-pot reaction, and the corresponding chiral crystalline samples have been obtained by spontaneous resolution. 1 H NMR spectrum suggests it is mononaphthyl substituted species and an ethyl group is over the porphyrin plane. The structure has been further confirmed by X-ray crystallography. ENTPP·C 6 H 14 (C 57 H 50 N 4 O 2 ): monoclinic, P2 1 , a = 10.707(2) Å, b = 12.203(2) Å, c = 17.858(4) Å, β = 103.06(3)°, V = 2272.8(8) Å 3 , Z = 2. The 8-position substituent, ester group, lies above the porphyrin plane and leads to the conformational chirality. The entire structure is built up with homochiral molecules, which leads to a chiral crystal through packing in P2 1 space group. Circular dichroism (CD) spectra have exhibited remarkable absorptions in the Soret band region, which further confirms the homochirality of the crystalline samples.

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The four porphodimethene isomers, 5,10‐ and 5,15‐disubstituted, have been synthesized in a one‐pot reaction by the Lindsey protocol. Three of them have been characterized by X‐ray crystallography. Structures show that two of them are 5,15‐porphodimethenes: one is syn‐equatorial, another is anti‐configuration; the third one is 5,10‐porphodimethene. In the 5,10‐porphodimethene, the tripyrrane subunit remains planar conformation. 1H NMR and UV‐vis spectra have also been characterized. Both spectra reveal remarkable difference between 5,10‐ and 5,15‐disubstituted isomers.

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