From-core and from-end direct C-H 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.
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 CH 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.
Department of Chemical and Materials Engineering, National Central University, Jhongli District, Taoyuan, Taiwan 320 (R.O.C).
Po-Han
PH
Lin
Department of Chemical and Materials Engineering, National Central University, Jhongli District, Taoyuan, Taiwan 320 (R.O.C).
Kuan-Ting
KT
Liu
Department of Chemical and Materials Engineering, National Central University, Jhongli District, Taoyuan, Taiwan 320 (R.O.C). cyliu0312@ncu.edu.tw.
Ching-Yuan
CY
Liu
CH arylation; TPD; donor-acceptor systems; step-saving synthesis; synthesis design