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From‐Core and From‐End Direct CH Arylations: A Step‐Saving New Synthetic Route to Thieno[3,4‐ c ]pyrrole‐4,6‐dione (TPD)‐Incorporated D‐‐π–A–π–D Functional Oligoaryls
Author(s) -
Lin PoHan,
Liu KuanTing,
Liu ChingYuan
Publication year - 2015
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.201501015
Subject(s) - pyrrole , combinatorial chemistry , molecule , electrochemistry , chemistry , one step , nanotechnology , materials science , organic chemistry , chemical engineering , electrode , engineering
In contrast to the traditional multistep synthesis, herein an efficient and fewer‐steps new synthetic strategy is demonstrated for the facile preparation of organic‐electronically important D–π–A–π–D‐type oligoaryls through sequential direct CH arylations. This methodology has shown that the synthesis of thieno[3,4‐ c ]pyrrole‐4,6‐dione (TPD)‐ or furano[3,4‐ c ]pyrrole‐4,6‐dione (FPD)‐centred target molecules could be accessed step‐economically either from the core structure (acceptor) or from the end structure (donor), which supplied a more flexible and succinct new synthetic alternative to the preparation of the π‐functional small‐molecule semiconducting materials. In addition, optical and electrochemical properties of the synthesized oligoaryls were examined.