100367-09-7Relevant academic research and scientific papers
Unsymmetrically Substituted 1,8-Diarylanthracenes
House, Herbert O.,Hrabie, Joseph A.,VanDerveer, Don
, p. 921 - 929 (1986)
Unsymmetrically substituted 1,8-diarylanthracenes where the aryl rings are m-tolyl (5), o-tolyl (6), and 2,3-dimethylphenyl (7) have been synthesized; the barriers to aryl ring rotation in these hydrocarbons were found to be 5.3, 10.4, and 16.3 kcal/mol, respectively.Addition of either an acetoxyl (14) or a methyl (15) substituent at C-9 of the dixylylanthracene gave mixtures of cis and trans isomers that also exhibited rotation of an aryl ring within the temperature range 25-120 deg C.X-ray crystal structures for the cis- (14b) and trans- (14a) 9-acetoxydixylylanthracenes demonstrated significant distortion in the geometry of the anthracene ring, permitting rotation of the aryl rings with unexpected ease in solutions at temperatures above 100 deg C.
Correct values of the rotation barriers of 1,8-ditolylanthracenes
Lunazzi, Lodovico,Mancinelli, Michele,Mazzanti, Andrea
, p. 5391 - 5394 (2008/02/08)
(Chemical Equation Presented) The rotation barriers of two 1,8-ditolylanthracene derivatives have been measured by accurate line-shape simulation of their variable-temperature NMR spectra. Both values were found to be more than twice as large as those pre
