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Regiocontrolled Synthesis of Ethene‐Bridged para ‐Phenylene Oligomers Based on Pt II ‐ and Ru II ‐Catalyzed Aromatization
Author(s) -
Chen TseAn,
Lee TeJu,
Lin MingYuan,
Sohel Shariar M. A.,
Diau Eric WeiGuang,
Lush ShieFu,
Liu RaiShung
Publication year - 2010
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200902231
Subject(s) - aromatization , regioselectivity , catalysis , ruthenium , chemistry , platinum , phenylene , nmr spectra database , aryl , spectral line , photochemistry , polymer chemistry , organic chemistry , alkyl , polymer , physics , astronomy
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 π conjugation with increasing array sizes, except for in one instance.