74307-30-5Relevant articles and documents
Regiocontrolled synthesis of ethene-bridged para-phenylene oligomers based on PtII- And RuII-catalyzed aromatization
Chen, Tse-An,Lee, Te-Ju,Lin, Ming-Yuan,Sohel, Shariar M. A.,Diau, Eric Wei-Guang,Lush, Shie-Fu,Liu, Rai-Shung
supporting information; experimental part, p. 1826 - 1833 (2010/06/19)
We report the regiocontrolled syntheses of ethene-bridged paraphenylene oligomers in three distinct classes by using PtII- and Ru II-catalyzed aromatization. This synthetic approach has been developed based on twofold aromatization of the 1-aryl-2-alkynylbenzene functionality, which proceeds by distinct regioselectivity for platinum and ruthenium catalysts. Variable-temperature NMR spectra provide evi-dence that large arrays of these oligomers are prone to twist from planarity. The UV/Vis and photoluminescence (PL) spectra as well as the band gaps of these regularly growing arrays show a pattern of extensive π conjugation with increasing array sizes, except for in one instance.
Oxygenated phenanthrenes via quinol ketals: Cyclization vs. migration
Morrow, Gary W.,Marks, Tina M.,Sear, Debra L.
, p. 10115 - 10124 (2007/10/02)
2-methoxyphenanthrenes were prepared by reaction of lithiated 2-bromostyrenes with quinone monoketals followed by acid-mediated cyclization of the resulting p-arylquinol ketals. Substitution at the bromostyrene side-chain or the quinone monoketal ring had only a modest effect on yields, but oxygen substitution on the bromostyrene aromatic nucleus resulted in a competing 1,2-aryl migration arising during the quinol ketal cyclization step. The extent of this rearrangement was found to be a function of the Lewis acid/solvent system employed.