Regiocontrolled synthesis of ethene-bridged para-phenylene oligomers based on Pt(II)- and Ru(II)-catalyzed aromatization.
We report the regiocontrolled syntheses of ethene-bridged para-phenylene oligomers in three distinct classes by using Pt(II)- 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 evidence 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 pi conjugation with increasing array sizes, except for in one instance.
Chen
Tse-An
TA
Department of Chemistry, National Tsing-Hua University, Hsinchu, 30013, Taiwan, RO China.
Lee
Te-Ju
TJ
Lin
Ming-Yuan
MY
Sohel
Shariar M A
SM
Diau
Eric Wei-Guang
EW
Lush
Shie-Fu
SF
Liu
Rai-Shung
RS
D002384:Catalysis; D004563:Electrochemistry; D005030:Ethylenes / Q000737:chemistry*; D008027:Light; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D015394:Molecular Structure; D010777:Photochemistry / Q000379:methods; D010984:Platinum / Q000737:chemistry*; D012428:Ruthenium / Q000737:chemistry*
D005030:Ethylenes; D010984:Platinum; D012428:Ruthenium; C036216:ethylene