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Spirobifluorene‐based Porous Organic Polymers as Efficient Porous Supports for Pd and Pt for Selective Hydrogenation
Author(s) -
Trandafir Mihaela Mirela,
Pop Lidia,
Hӑdade Niculina D.,
Hristea Ioana,
Teodorescu Cristian Mihail,
Krumeich Frank,
van Bokhoven Jeroen A.,
Grosu Ion,
Parvulescu Vasile I.
Publication year - 2019
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201801247
Subject(s) - sonogashira coupling , catalysis , acetophenone , palladium , selectivity , chemistry , heterogeneous catalysis , polymer , chemical engineering , coupling reaction , polymer chemistry , inorganic chemistry , materials science , organic chemistry , engineering
Spirobifluorene‐based porous organic polymers (POP) were synthesized following two different protocols; the acetylenic coupling reaction conditions and the Sonogashira cross‐coupling reaction. These were utilized as support for the hydrogenation of a series of species containing unsaturated C=C and C=O bonds (4‐nitrostyrene, 4‐bromobenzophenone, acetophenone, 7‐nitro‐1‐tetralone and 1,2‐naphtoquinone confirmed their efficiency). POP1 prepared via a copper‐catalysis protocol was completely inactive, while POP2‐4 containing residual Pd exhibited different activities in accordance to the accessibility of the substrates to the metal. Further deposition of 0.5 wt% Pd led to active and stable catalysts. They were easily separated by filtration, and after re‐dispersion, afforded the same performances for ten successive cycles. This study also evidenced the specific role of the support in these reactions by comparing the behavior of Pd/POP with that of a Pd/C catalyst with the same loading of palladium. The deposition of Pt on these supports led to sub‐nanometric particles and, in accordance, to a different catalytic behavior reflected merely by differences in the selectivity.