Capped-porphyrin precursors.
In the crystalline state, 2-[3-(tosyloxy)propoxy]benzaldehyde [(I), C17H18O5S] exists in a U-shaped conformation. The benzaldehyde and toluene rings are nearly parallel. Crystals of 2-[2-(tosyloxy)ethoxy]-benzaldehyde occur with two habits. The X-ray structure determinations of these habits reveal an anhydrous form [(II), C16H16O5S] and a hemihydrated form [(III), C16H16O5S.0.5H2O]. In (III), a water molecule bridges two carbonyl functions [O6...O1 2.87 (1) A]. 1,2,4,5-Tetrakis{2-[2-(1,3-dioxolan-2-yl)-phenoxy]ethoxy} benzene [(IV), C50H54O16] was prepared by protecting the aldehyde function of (II) or (III) with ethylene glycol and reacting the resulting compound with 1,2,4,5-tetrahydroxybenzene. Compound (IV) has 1 symmetry.
Jene
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Department of Chemistry, Northwestern University, Evanston, IL 60208-3113, USA.
Chan
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Cooke
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Ibers
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JA
D003460:Crystallization; D018360:Crystallography, X-Ray; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D011166:Porphyrins / Q000737:chemistry*
D011166:Porphyrins