Electron Transfer Reactions in Organic Chemistry. XII. Reactions of 4-Substituted Triarylaminium Radical Cations with Nucleophiles; Polar vs. Electron Transfer Pathways.

Eberson, Lennart; Larsson, Berit; Maartmann-Moe, Knut; Sæbø, Johannes; Fischer, G. W.

doi:10.3891/acta.chem.scand.41b-0367

Cited by 36 publications

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“…As mentioned in the Experimental section, TBPA ϩ is fairly long-lived in AN, so the absorption spectrum was observed easily. The obtained absorption spectrum was identical to that reported previously, 23, 24 which has an absorption maximum at 705 nm.…”

Section: Electrochemical Aspects Of Electron Transfer In the Present ...supporting

confidence: 89%

Spectroscopic detection and kinetic analysis of short-lived aromatic amine cation radicals using an electron transfer stopped-flow method

Oyama

Higuchi

Okazaki

2001

J. Chem. Soc., Perkin Trans. 2

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Section: Electrochemical Aspects Of Electron Transfer In the Present ...supporting

confidence: 89%

Spectroscopic detection and kinetic analysis of short-lived aromatic amine cation radicals using an electron transfer stopped-flow method

Oyama

Higuchi

Okazaki

2001

J. Chem. Soc., Perkin Trans. 2

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“…This is accompanied by the growth of a structured vis band with a peak at 742 nm (Figure ). Such a feature is typical for triarylaminium-type radical cations. ,, The most important feature in the IR spectrum of 2-NB 6+ is a single carbonyl band at 1986 cm –1 . Both observations match well with the corresponding spectroscopic data of parent complex 1-N …”

Section: Results and Discussionmentioning

confidence: 96%

Self-Assembled Redox-Active Tetraruthenium Macrocycles with Large Intracyclic Cavities

et al. 2020

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We report on five tetranuclear metallamacrocycles with particularly large inner voids of up to 19.4 × 18.9 Å. The macrocyclic complexes were obtained by the self-assembly of spatially extended organic dicarboxylate linkers with two different dinuclear bis(alkenyl) diruthenium precursors. The five complexes include one pair of constitutional isomers, complexes 2-NB and 2-BN, which differ with respect to whether the incorporated triarylamine functionality is part of the "conductive" π-conjugated (2-NB) or the insulating dicarboxylate linkers (2-BN). All macrocyclic complexes were characterized by NMR spectroscopy, UHR ESI mass spectrometry, cyclic and square wave voltammetry, and in two instances by X-ray diffraction studies on single crystals. We also investigated the properties of their various oxidized forms via IR/NIR and UV/vis/NIR spectroelectrochemistry as well as by EPR spectroscopy. DFT studies provide further insight into the structural and electronic properties of these compounds.

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“…[TBPA][PF 6 ] was prepared according to literature procedures with the following modifications [45,46]. A solution of tris-(4-bromophenyl)amine (200 mg, 0.42 mmol) in CH 2 Cl 2 (2 mL) was cooled to −30 °C.…”

Section: Methodsmentioning

confidence: 99%

Terminal NiII−OH/−OH2 complexes in trigonal bipyramidal geometries derived from H2O

2017

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The preparation and characterization of two NiII complexes are described, a terminal NiII–OH complex with the tripodal ligand tris[(N)-tertbutylureaylato)-N-ethyl)]aminato ([H3buea]3−) and a terminal Ni II–OH2 complex with the tripodal ligand N,N′,N″-[2,2′,2″-nitrilotris(ethane-2,1-diyl)]tris(2,4,6-trimethylbenzenesulfonamido) ([MST]3−). For both complexes, the source of the –OH and –OH2 ligand is water. The salts K2[NiIIH3buea(OH)] and NMe4[NiIIMST(OH2)] were characterized using perpendicular-mode X-band electronic paramagnetic resonance, Fourier transform infrared, UV-visible spectroscopies, and its electrochemical properties were evaluated using cyclic voltammetry. The solid state structures of these complexes determined by X-ray diffraction methods reveal that they adopt a distorted trigonal bipyramidal geometry, an unusual structure for 5-coordinate NiII complexes. Moreover, the NiII–OH and NiII–OH2 units form intramolecular hydrogen bonding networks with the [H3buea]3− and [MST]3− ligands. The oxidation chemistry of these complexes was explored by treating the high-spin NiII compounds with one-electron oxidants. Species were formed with S = 1/2 spin ground states that are consistent with formation of monomeric NiIII species. While the formation of NiIII–OH complexes cannot be ruled out, the lack of observable O-H vibrations from the putative Ni–OH units suggest the possibility that other high valent Ni species are formed.

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Electron Transfer Reactions in Organic Chemistry. XII. Reactions of 4-Substituted Triarylaminium Radical Cations with Nucleophiles; Polar vs. Electron Transfer Pathways.

Cited by 36 publications

References 0 publications

Spectroscopic detection and kinetic analysis of short-lived aromatic amine cation radicals using an electron transfer stopped-flow method

Spectroscopic detection and kinetic analysis of short-lived aromatic amine cation radicals using an electron transfer stopped-flow method

Self-Assembled Redox-Active Tetraruthenium Macrocycles with Large Intracyclic Cavities

Terminal NiII−OH/−OH2 complexes in trigonal bipyramidal geometries derived from H2O

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