213622-12-9

Upstream product

• 199192-22-8 Malonic acid mono-(3,5-bis-dodecyloxy-benzyl) ester 
• 213622-11-8 1-(5,5-dimethyl-{1,3}-dioxane-2-yl)-3,5-di(hydroxymethyl)-benzene 
• 950608-82-9 5-(5,5-Dimethyl-[1,3]dioxan-2-yl)-benzene-1,3-dicarbaldehyde 
• 213622-10-7 2-(3,5-Dibromo-phenyl)-5,5-dimethyl-[1,3]dioxane 

Relevant academic research and scientific papers

Formyl-Porphyrln and formyl-fullerenoporphyrln building blocks for the construction of multlporphyrln arrays

A Eullerene derivative bearing a benzaldehyde unit has been prepared and used as starting material for the synthesis of a formyl-fullerenoporphyrin building block. Condensation of this aldehyde with pyrrole in CHCl3 with BF3·Et2O as catalyst followed by p-chloranil oxidation yielded a pentaporphyrinic scaffold surrounded by four peripheral C60 subunits. By following a similar strategy, a bis-porphyrin building block bearing an aldehyde function was prepared and used for the construction of a nonaporphyrin array by reaction with pyrrole under typical porphyrin synthesis conditions. Whereas the 1H NMR spectrum recorded at room temperature for the nonaporphyrin system is well defined, the signals recorded under the same conditions for the pentaporphyrin derivative surrounded by four peripheral C60 groups are broad. Indeed, the C 60-pentaporphyrin ensemble appears as a mixture of conformers which equilibrate slowly on the NMR time scale at room temperature.

A tetraphenylporphyrin with four fullerene substituents

A strong effect on the redox properties of the porphyrin moiety is exerted by the four fullerene groups in 1 (R(= C12H25). The potential of the first oxidation step is significantly more anodic than that for an analogous porphyrin wi