New Electrochemically Generated Polymeric Pd Complexes as Heterogeneous Catalysts for Suzuki Cross‐Coupling Reactions

Abstract

Electrochemically generated films of polymerized (diamino‐oligothiophene)palladium complexes as heterogeneous catalysts for Suzuki cross‐coupling reactions are reported. The electrodeposition of these polymeric species onto porous graphite electrodes allows for easy removal of the organometallic species from the reaction mixture and convenient reuse in subsequent (up to 6) reactions.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

Polymers for Green C–C Couplings

“…The catalyst deposited on the electrode can be easily recovered and recycled at least six times. [72] Scheme 9. Polythiophene-supported catalyst.…”

Thiophene-Based Trimers and Their Bioapplications: An Overview

“…By using NBS and AIBN two bromomethyl groups in position 4 and 4″ were attached ( Scheme 13 , II) [ 249 ]. Another way to obtain trimers carrying bromo functional groups is to introduce them as pending group of reactive molecules, for example by reaction of an hydroxyl functionalized trimer with bromoacetyl chloride ( Scheme 13 , III) [ 250 , 251 ] or with a dibromo alkyl chain [ 252 ]. Bromo pending groups were further exploited for the Atom Transfer Radical Polymerization (ATRP) of the trimers [ 253 , 254 ].…”

“…The ester formation is a preferential strategy for the functionalization of trimers. The alcohol [ 250 , 253 , 273 , 274 , 275 , 277 , 364 , 365 , 368 , 369 ] or the carboxylic acid [ 302 , 343 , 344 , 346 , 347 ] on the trimer is exploited for this purpose ( Scheme 19 , I and II). In this way, several molecules, nanoparticles and other functional materials were covalently linked to the trimers, including spyropyran [ 343 , 370 ], gold nanoparticles [ 371 ], poly(ethylene glycol) [ 302 , 372 ], cellulose [ 373 ], methaclyate [ 277 ], thiocarbonylthio derivate useful for RAFT (Reversible addition−fragmentation chain-transfer) polymerization [ 275 ] and olefin dendrons [ 374 ].…”

“…Even if not crowded, this group of trimers spaces across a vast range of applications: from optic to energy conversion, including band-gap studies and synthesis of dendrimers. Among these crosslinked trimers, the simplests consist of two terthiophenes directly linked one to each other [ 499 ] or connected by a saturated alkylic moiety [ 250 , 500 ]. Binaphthol [ 270 ] and fluorinated spacers are also reported [ 501 ], as well as several substituted phenyl spacers [ 437 , 439 , 487 , 502 , 503 , 504 ].…”

A highly efficient heterogeneous montmorillonite K‐10‐supported palladium catalyst for Suzuki–Miyauracross‐coupling reaction in aqueous medium

“…Considering the above, the use of supported or impregnated heterogeneous Pd catalyst will obviously be a better alternative. Recently various reports have been published where Pd is embedded on various solid matrices such as zeolite, microporous polymers, mesoporous silica, charcoal, clay, metal oxides, etc. In spite of these developments, the main concern with these systems is the use of some additives with concomitant application of heat in the form of microwave or reflux for achieving optimum coupling .…”