A versatile supported silver for heterogeneously catalysed
processes: Synthesis of 3‐Acyloxylindolines solvent‐free
Seyed Mohsen Sadeghzadeh | Rahele Zhiani | Shokufe Emrani
Department of Chemistry, Faculty of
Sciences, Neyshabur Branch, Islamic Azad
University, Neyshabur, Iran
Seyed Mohsen Sadeghzadeh, Department
of Chemistry, Faculty of Sciences,
Neyshabur Branch, Islamic Azad
University, Neyshabur, Iran
We have found that fibrous nanosilica (KCC‐1) can used as a excellent support
for the synthesis of highly sparse nanoparticles and has high surface area that
was functionalized with Tetrathia‐azacyclopentadecane (TTACP) groups acting
as the strong performers so that the Ag nanoparticles were well‐dispersed with-
out aggregation on the fibers of the KCC‐1 microspheres (KCC‐1/TTACP/Ag).
We enthusiasm to report one‐pot synthesis of 3‐Acyloxylindolines for first time
from N‐tosyl‐2‐vinylaniline, and benzoic acid in the presence of KCC‐1/
TTACP/Ag as a catalyst.
3‐Acyloxylindoline, green chemistry, KCC‐1, nano silver, nanoparticles
1 | INTRODUCTION
Periodic mesoporous organosilicas (PMOs) are a new class
of functionalized ordered nanoporous. PMOs are synthe-
sized by the simultaneous hydrolysis and condensation of
alkoxysilane precursors bridged to organic groups.
Recently, these materials have attracted great attention
due to their high surface area, tunable pore size and pore
volume, excellent lipophilicity and powerful stability.
PMOs feature materials with functional groups homoge-
neously embedded inside the walls of the materials rather
than the pore fibres, with improved hydrothermal and
mechanical stabilities, as compared with ordered mesopo-
rous silica bearing terminal functional groups. To date,
many PMOs containing different bridging organic func-
tional organic groups that applied as support, catalyst,
etc. in several chemical processes. The metal contents pos-
sess unique catalytic activity which can be easily recovered
and reused in a typical chemical process.
taining PMOs are usually prepared either by the impregna-
tion of metal‐complexes into PMO samples containing
suitable ligand or by the hydrolysis and co‐condensation
of a metal complex‐bridged tetraethyl orthosilicate (TEOS)
in the presence of surfactant template.
KCC‐1 a good candidate for use as a support to design
efficient nanocatalysts that would satisfy these require-
ments. One unique feature of KCC‐1 is high surface area,
which originates from its fibrous morphology and not
from its mesoporous channels (like in SBA‐15 or MCM‐
In previous reports, functionalization was
achieved by post‐synthetic modification of the fibres of
KCC‐1 by reaction with 3‐aminopropyltriethoxysilane to
, which could then act as pseudo che-
lators or ligands to control the metal leaching during the
We have demonstrated the usefulness of
the fibrous morphology of KCC‐1 compared to conven-
tional ordered mesoporous silica for various applications.
As a continuation of our efforts to develop sustainable
catalysts and stable, we report the novel design of new
catalyst support via obstruction of KCC‐1 by TTACP
instead of 3‐aminopropy group (KCC‐1/TTACP). We
believe that this unique property will be very useful for
the design of silica‐supported catalysts, for which the
accessibility of active sites can be increased significantly.
In fact, KCC‐1/TTACP is a nano labyrinth to hold of the
[Correction added on 9 February 2018, after first online publication:
Fatemeh Abedi has been removed from the list of authors.]
Received: 19 July 2017 Revised: 13 September 2017 Accepted: 15 September 2017
Appl Organometal Chem. 2018;32:e4130.
Copyright © 2017 John Wiley & Sons, Ltd.wileyonlinelibrary.com/journal/aoc 1of9