The Hairpin Furans: Easily Prepared Hybrids of Helicenes and Twisted Acenes.

Geng, Xin; Donahue, James P; Mague, Joel T; Pascal, Robert A

Geng, Xin; Donahue, James P; Mague, Joel T; Pascal, Robert A.

Affiliation

Geng X; Department of Chemistry, Tulane University, New Orleans, LA 70118 (USA).
Donahue JP; Department of Chemistry, Tulane University, New Orleans, LA 70118 (USA).
Mague JT; Department of Chemistry, Tulane University, New Orleans, LA 70118 (USA).
Pascal RA; Department of Chemistry, Tulane University, New Orleans, LA 70118 (USA). rpascal@tulane.edu.

Angew Chem Int Ed Engl ; 54(47): 13957-60, 2015 Nov 16.

Article in En | MEDLINE | ID: mdl-26403622

ABSTRACT

The thermal reaction of a cyclopentadienone with 6,6'-dimethoxy-5,5'-binaphthoquinone gives, in a single step, a molecular ribbon consisting of two twisted aromatic systems fused to a heteropentahelicene. Such molecules constitute a new class of chiral polycyclic aromatic compounds, the "hairpin furans".

Key words

acenes; cyclopentadienones; helicenes; polycyclic aromatic compounds; quinones

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