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    An Efficient Protocol for Palladium N-Heterocyclic Carbene-Catalysed Suzuki-Miyaura Reaction at room temperature
    (Wiley-V C H Verlag Gmbh, 2017) Akkoc, Mitat; Imik, Fatma; Yasar, Sedat; Dorcet, Vincent; Roisnel, Thiery; Bruneau, Christian; Ozdemir, Ismail
    The palladium-N-heterocyclic carbene complexes have been synthesised from 1,3-bis-(N-alkyl) benzimidazolium salts and catalytic activity of complexes have been tested on Suzuki-Miyaura coupling reaction for aryl bromides with substituted arylboronic acids at room temperature in i-PrOH/water. Structural characterisation of palladium complex 2b was determined by x-ray crystallography. A convenient and effective protocol has been evolved that has several superior advantages, including very low catalyst loading, vide range of substrate tolerance, excellent yields, room temperature, totally green solvents, short reaction times, up to 59750 h(-1) TOF (Turn Over Frequency) value with aryl bromide substrates and very simple procedure.
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    A novel ditopic ring-expanded N-heterocyclic carbene ligand-assisted Suzuki-Miyaura coupling reaction in aqueous media
    (Pergamon-Elsevier Science Ltd, 2017) Karaca, Emine Ozge; Akkoc, Mitat; Tahir, Muhammad Nawaz; Arici, Cengiz; Imik, Fatma; Gurbuz, Nevin; Yasar, Sedat
    A series of seven-membered ditopic ring-expanded N-heterocyclic carbene (dre-NHC) precursors, bearing sterically demanding and electron-rich aryl groups, were synthesised in moderate yields via the reaction of 1,2,4,5-tetrakis(bromomethyl)benzene with the corresponding N,N'-diarylformamidines in the presence of K2CO3 in acetonitrile under an air atmosphere. All new compounds were characterised by HRMS, NMR spectroscopy, and microanalysis, as well as X-ray crystallography for compound lc. The development of an efficient catalytic system for the Suzuki-Miyaura coupling reaction of aryl chlorides with various boronic acids was also investigated using the in situ generated dre-NHC ligands. (C) 2017 Elsevier Ltd. All rights reserved.
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    Synthesis and investigation of catalytic activity of phenylene - And biphenylene bridged bimetallic Palladium-PEPPSI complexes
    (Elsevier Science Sa, 2019) Imik, Fatma; Yasar, Sedat; Ozdemir, Ismail
    A series of phenylene and biphenylene-bridged N-heterocyclic carbene (NHC) and their bimetallic NHC -Pd-PEPPSI complexes were reported and fully characterized by H-1 NMR, C-13 NMR, HRMS, FTIR, and elemental analysis. The N tags with different electronic and steric properties were used on the synthesis of bridged bimetallic NHC-Pd-PEPPSI (PEPPSI: Pyridine Enhanced Precatalyst Preparation Stabilization Initiation) complexes. The catalytic properties of the bridged bimetallic NHCePd-PEPPSI complexes were investigated in the different C-C coupling reaction such as Suzuki-Miyaura reactions of aryl bromides with arylboronic acid, the Heck coupling reactions of aryl bromide with styrene and in the Sonogashira reactions of aryl bromides with phenylacetylene. Generally, all bridged bimetallic NHCePd-PEPPSI complexes showed good catalytic activity in the CeC coupling reactions. (c) 2019 Elsevier B.V. All rights reserved.
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    Synthesis of bridged palladium-PEPPSI complexes and catalytic studies in C-C cross-coupling reactions
    (Elsevier Science Sa, 2019) Imik, Fatma; Yasar, Sedat; Ozdemir, Ismail
    A series of dimetallic NHC-Pd-PEPPSI complexes with phenylene-bridged N-heterocyclic carbenes (NHC) were synthesized and fully characterized by H-1 NMR, C-13 NMR, HRMS, FTIR, and elemental analysis. The N tags were 2,3,4,5,6-pentamethylbenzyl, 3,5-dimethylbenzyl, 4-tert-butylbenzyl and 3-methoxybenzyl groups. The catalytic properties of the complexes were investigated in the Suzuki-Miyaura reactions of aryl bromides with arylboronic acid and in the Heck coupling reactions of aryl bromide with styrene and in the Sonogashira reactions of aryl bromides with phenylacetylene. Generally, dimetallic complexes exhibit good catalytic activities in the Suzuki-Miyaura, Heck, and Sonogashira coupling reactions.