Interaction of 2-(2′,6′-dialkylphenylazo)-4-methylphenols with iridium. C–H activation and migration of alkyl group

Baksi, Suparna; Seth, Dipravath Kumar; Tadesse, Haregewine; Blake, Alexander J.; Bhattacharya, Samaresh

doi:10.1016/j.jorganchem.2010.01.015

Cited by 11 publications

(1 citation statement)

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“…The chemistry of rhodium and iridium has been receiving considerable current attention ( Chi et al, 2017 ; Colombo et al, 2020 ; Mao et al, 2020 ; Shaikh et al, 2020 ; Alsalahi and Trzeciak, 2021 ; Davison et al, 2021 ; Monti et al, 2021 ; Vuuren et al, 2021 ), largely because of the interesting properties exhibited by the complexes of these metals. As properties of the complexes are dictated primarily by the coordination environment around the metal center, complexation of rhodium by ligands of selected types has been of significant importance, and the present work has originated from our interest in this area ( Dutta et al, 2000a ; Dutta et al, 2000b ; Das et al, 2002 ; Dutta et al, 2002 ; Acharyya et al, 2004a ; Acharyya et al, 2004b ; Acharyya et al, 2005 ; Acharyya et al, 2006 ; Basu et al, 2006 ; Baksi et al, 2007a ; Basu et al, 2007 ; Baksi et al, 2007b ; Dasgupta et al, 2008 ; GuhaRoy et al, 2008 ; Acharyya et al, 2009 ; GuhaRoy et al, 2009 ; Baksi et al, 2010 ; Basu et al, 2010 ; Majumder et al, 2011 ; Seth and Bhattacharya, 2011 ; Bhattacharya et al, 2012 ; Paul and Bhattacharya, 2012 ; Sengupta and Bhattacharya, 2013 ; Paul et al, 2014 ). Herein we have selected two Schiff base ligands, viz .…”

Section: Introductionmentioning

confidence: 99%

Rhodium and Iridium Mediated C-H and O-H Bond Activation of Two Schiff Base Ligands: Synthesis, Characterization and Catalytic Properties of the Organometallic Complexes

et al. 2021

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Reaction of [Rh(PPh3)3Cl] with two Schiff base ligands, viz. N-(2′-hydroxyphenyl)furan-2-aldimine (H2L1) and N-(2′-hydroxyphenyl)thiophene-2-aldimine (H2L2), in refluxing toluene affords organorhodium complexes of type [Rh(PPh3)2(L)Cl] (L = L1 and L2). Similar reaction with [Ir(PPh3)3Cl] yields organoiridium complexes of type [Ir(PPh3)2(L) (H)] (L = L1 and L2). Crystal structures of [Rh(PPh3)2(L1)Cl] and [Ir(PPh3)2(L2) (H)] have been determined, where the imine ligands are found to bind to the metal centers as CNO-donors. Structures of [Rh(PPh3)2(L2)Cl] and [Ir(PPh3)2(L1) (H)] have been optimized by density functional theory method. Formation of the organometallic complexes is believed to proceed via C-H and O-H bond activation of the imine ligands. All four complexes show intense absorptions in the visible and ultraviolet regions. Cyclic voltammetry on the complexes shows an oxidation on the positive side of SCE and a reduction on the negative side. The organoiridium complexes are found to efficiently catalyze Suzuki-type C-C cross coupling reactions.

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Section: Introductionmentioning

confidence: 99%

Rhodium and Iridium Mediated C-H and O-H Bond Activation of Two Schiff Base Ligands: Synthesis, Characterization and Catalytic Properties of the Organometallic Complexes

et al. 2021

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Unprecedented Strong Panchromic Absorption from Proton‐Switchable Iridium(III) Azoimidazolate Complexes

Henwood

Sajjad

et al. 2015

Chemistry A European J

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Twon ew heteroleptic iridium(III) complexes bearinga na ryldiazoimidazolel igand are reported. These complexes differ structurally with respect to the protonation state of the imidazoler ing, but can be independently accessed by varying the synthetic conditions. Their structures have been unequivocally confirmed by X-ray crystals tructure analysis, with surprising differences in the structural parameters of the two complexes.T he strongly absorbing nature of the free diazoimidazole ligand is enhancedi n these iridium complexes, with the protonated cationic complex demonstrating extraordinarily strongp anchromic absorption up to 700 nm. The absorption profile of the deprotonated neutral complex is blueshifted by about 100 nm and thus the interconversion betweent he two complexes as af unctiono ft he acidity/basicity of the environment can be readily monitored by absorption spectroscopy.T heoretical calculations revealed the origins of thesem arkedly different absorption properties. Finally,t he protonateda nalogue has been targeteda sa na cceptorm aterialf or organic photovoltaic (OPV)applications, and preliminary results are reported.

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Ruthenium mediated C–H activation of benzaldehyde thiosemicarbazones: Synthesis, structure and, spectral and electrochemical properties of the resulting complexes

Chowdhury

Seth

Drew

et al. 2011

Inorganica Chimica Acta

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Interaction of 2-(2′,6′-dialkylphenylazo)-4-methylphenols with iridium. C–H activation and migration of alkyl group

Cited by 11 publications

References 59 publications

Rhodium and Iridium Mediated C-H and O-H Bond Activation of Two Schiff Base Ligands: Synthesis, Characterization and Catalytic Properties of the Organometallic Complexes

Rhodium and Iridium Mediated C-H and O-H Bond Activation of Two Schiff Base Ligands: Synthesis, Characterization and Catalytic Properties of the Organometallic Complexes

Unprecedented Strong Panchromic Absorption from Proton‐Switchable Iridium(III) Azoimidazolate Complexes

Ruthenium mediated C–H activation of benzaldehyde thiosemicarbazones: Synthesis, structure and, spectral and electrochemical properties of the resulting complexes

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