title: Crystal structure of 2α-(1,1-di-phenyl-eth-yl)-4-methyl-4α,5α-diphenyl-1,3-dioxolane: the result of a non-acid pinacol rearrangement.
abstract: The title compound, C30H28O2, was obtained during recrystallization of (±)-1,2-diphenyl-1,2-propane-diol in 1-butanol, from an unexpected non-acid-catalyzed pinacol rearrangement followed by acetal formation of the newly formed aldehyde with the diol. The tri-substituted dioxolane ring has a twist conformation on the C-O bond opposite the methyl-substituted C atom. There is an intra-molecular C-H⋯π inter-action present involving one of the di-phenyl-ethyl rings and an H atom of the phenyl ring in position 4 of the dioxolane ring. In the crystal, mol-ecules are linked by weak C-H⋯O hydrogen bonds, forming chains along [001]. The chains are linked by a second C-H⋯π inter-action, forming sheets parallel to the bc plane.
authors.affiliation: Department of Chemistry and Biochemistry, Manhattan College, 4513 Manhattan College Pkwy, Bronx NY 10471, USA.
authors.forename: Richard M
authors.initials: RM
authors.lastname: Kirchner
authors.affiliation: Department of Chemistry, Fordham University, 441 East Fordham Road, Bronx, NY 10458, USA.
authors.forename: Peter W R
authors.initials: PW
authors.lastname: Corfield
authors.affiliation: Department of Chemistry and Biochemistry, Manhattan College, 4513 Manhattan College Pkwy, Bronx NY 10471, USA.
authors.forename: Michelle
authors.initials: M
authors.lastname: Annabi
authors.affiliation: Department of Chemistry and Biochemistry, Manhattan College, 4513 Manhattan College Pkwy, Bronx NY 10471, USA.
authors.forename: John
authors.initials: J
authors.lastname: Regan
authors.affiliation: Department of Chemistry and Biochemistry, Manhattan College, 4513 Manhattan College Pkwy, Bronx NY 10471, USA.
authors.forename: Kevin
authors.initials: K
authors.lastname: Speina
authors.affiliation: Department of Chemistry and Biochemistry, Manhattan College, 4513 Manhattan College Pkwy, Bronx NY 10471, USA.
authors.forename: Anthony
authors.initials: A
authors.lastname: DiProperzio
authors.affiliation: Department of Chemistry, Fordham University, 441 East Fordham Road, Bronx, NY 10458, USA.
authors.forename: James A
authors.initials: JA
authors.lastname: Ciaccio
authors.affiliation: Department of Chemistry and Biochemistry, Manhattan College, 4513 Manhattan College Pkwy, Bronx NY 10471, USA.
authors.forename: Joseph F
authors.initials: JF
authors.lastname: Capitani
keywords: 1,3-dioxolane; C—H⋯O hydrogen bonds; C—H⋯π inter­actions; acetal; crystal structure; density functional analysis.; non-acid-catalyzed pinacol rearrangement