Premium
Copper‐Free Sonogashira Coupling for High‐Surface‐Area Conjugated Microporous Poly(aryleneethynylene) Networks
Author(s) -
Trunk Matthias,
Herrmann Anna,
Bildirir Hakan,
Yassin Ali,
Schmidt Johannes,
Thomas Arne
Publication year - 2016
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.201600783
Subject(s) - sonogashira coupling , microporous material , alkyne , conjugated microporous polymer , materials science , polymer chemistry , copper , catalysis , bet theory , coupling reaction , fourier transform infrared spectroscopy , conjugated system , photochemistry , palladium , chemical engineering , chemistry , organic chemistry , polymer , composite material , metallurgy , engineering
A modified one‐pot Sonogashira cross‐coupling reaction based on a copper‐free methodology has been applied for the synthesis of conjugated microporous poly(aryleneethynylene) networks (CMPs) from readily available iodoarylenes and 1,3,5‐triethynylbenzene. The polymerization reactions were carried out by using equimolar amounts of halogen and terminal alkyne moieties with extremely small loadings of palladium catalyst as low as 0.65 mol %. For the first time, CMPs with rigorously controlled structures were obtained without any indications of side reactions, as proven by FTIR and solid‐state NMR spectroscopy, while showing Brunauer–Emmett–Teller (BET) surface areas higher than any poly(aryleneethynylene) network reported before, reaching up to 2552 m 2 g −1 .