Multicomponent
polymerizations (MCPs) as a burgeoning field in
polymer chemistry has proved to be a powerful and popular tool for
the synthesis of functional polymer materials with diverse and complex
structures. To explore the general applicability of MCPs and enrich
the product structures of MCPs, multicomponent tandem polymerizations
(MCTPs) with great synthetic simplicity and efficiency were pursued.
In this work, MCTPs of N-(2-iodophenyl)-3-phenyl-N-tosylpropiolamide, aromatic terminal alkynes, and diamines
were explored through combining Sonogashira coupling and Michael addition
reaction in a one-pot procedure. The MCTPs could proceed efficiently
and conveniently under mild conditions with Pd(PPh3)2Cl2, CuI, and i-Pr2NEt, affording 12 poly(indolone)s with unique structures and high Mws (up to 30400 g/mol) in high yields (up to
97%). The poly(indolone)s possess a unique acid-triggered fluorescence
“turn-on” response which could realize specific detection
of CF3SO3H from other inorganic and organic
acids through a rapid acid-catalyzed reaction from enamine to ketone.