Title of article :
(1R,2S,4r)-1,2,4-Triphenylcyclopentane-1,2-diol and (1R,2S,4r)-4-(2-methoxyphenyl)-1,2-diphenylcyclopentane-1,2-diol: application as initiators for ring-opening polymerization of ∊-caprolactone
Author/Authors :
Komarov, Pavel D. A.V. Topchiev Institute of Petrochemical Synthesis - Russian Academy of Sciences, Russian Federation , Minyaev , Mikhail E. A.V. Topchiev Institute of Petrochemical Synthesis - Russian Academy of Sciences, Russian Federation , Churakov, Andrei V. N.S. Kurnakov Institute of General and Inorganic Chemistry - Russian Academy of Sciences, Russian Federation , Roitershtein, Dmitrii M. A.V. Topchiev Institute of Petrochemical Synthesis - Russian Academy of Sciences, Russian Federation , Nifant'ev, Ilya E. A.V. Topchiev Institute of Petrochemical Synthesis - Russian Academy of Sciences, Russian Federation
Abstract :
Reductive cyclization of 1,3,5-triphenyl- and 3-(2-methoxyphenyl)-1,5-diphenylpentane-1,5-diones by zinc in acetic acid medium leads to the formation of 1,2,4-
triphenylcyclopentane-1,2-diol [1,2,4-Ph3C5H5-1,2-(OH)2, C23H22O2, (I)] and
4-(2-methoxyphenyl)-1,2-diphenylcyclopentane-1,2-diol [4-(2-MeOC6H4)-1,2-
Ph2C5H5-1,2-(OH)2, C24H24O3, (II)]. Their single crystals have been obtained
by crystallization from a THF/hexane solvent mixture. Diols (I) and (II)
crystallize in orthorhombic (Pbca) and triclinic (P1) space groups, respectively,
at 150 K. Their asymmetric units comprise one [in the case of (I)] and three [in
the case of (II)] crystallographically independent molecules of the achiral
(1R,2S,4r)-diol isomer. Each hydroxyl group is involved in one intramolecular
and one intermolecular O—HO hydrogen bond, forming one-dimensional
chains. Compounds (I) and (II) have been used successfully as precatalyst
activators for the ring-opening polymerization of -caprolactone.
Keywords :
caprolactone , caprolactone. , ring-opening polymerization , hydrogen bonding , crystal structure
Journal title :
Acta Crystallographica Section E: Crystallographic Communications