Paper
Synthesis and X-ray structure of 1,2,2,2- tetrakis(3-methoxyphenyl)ethanone
Published Dec 1, 2000 · L. Klemm, T. Weakley
Canadian Journal of Chemistry
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Abstract
Photochemical reductive dimerization of 3,3'-dimethoxybenzophenone (1b) gave the symmetrical benzopinacol 1,1,2,2-tetrakis(3-methoxyphenyl)ethane-1,2-diol ( 2b), which was rearranged to the benzopinacolone 1,2,2,2-tetrakis(3-methoxyphenyl)ethanone (3b) by means of I2 in boiling glacial HOAc. The structure of 3b was indicated by 1 H NMR and determined definitively by X-ray crystallography. The crystals are monoclinic, space group P21/c, a = 12.250(2), b = 9.6997(12), c = 20.866(2) A, β = 95.319(11)°, Z =4 ,R = 0.053 for 4523 independent reflections. The structure establishes that the migrating 3-methoxyphenyl group retains bonding through its number 1' carbon atom to the parent C2-unit during the rearrangement process.
The 1,2,2,2-tetrakis(3-methoxyphenyl)ethanone crystallizes in a monoclinic space group P21/c, with the migrating 3-methoxyphenyl group maintaining bonding through its number 1' carbon atom to the parent C2-unit
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