The Crystal and Molecular Structure of (2Z)-2-[3-(4-Methoxybenzoyl)-4,4-dimethyl-1,2-oxazolidin-2-ylidene]-1-(4-methoxyphenyl)ethanone

Petrov, A. A.; Jones, Roderick C.; Vaughan, Douglas G.; Lough, Alan J.; Gossage, Robert A.

doi:10.3390/cryst1040229

Cited by 7 publications

(4 citation statements)

References 32 publications

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“…The majority of the other complexes showed quasi-reversible redox chemistry that invariably leads to complex decomposition after a single redox event (ESI). [132][133][134][135][136][137] The -CX3 derivatives 2gg and 2hh displayed behaviour consistent with complete destruction under electrochemical conditions, possibly due to the formation of halogen-based radicals. Generally, E½ values follow a Hammett type relationship with respect to the electronic nature of R in the coordinated (Z)-1-R-2-(2'-oxazolin-2'-yl)-eth-1-en-1-ate skeleton (ESI).…”

Section: Syntheses and Structural Aspectsmentioning

confidence: 99%

“…X-ray diffraction data were acquired as previously described. [17,20,43,45,137] Molecular calculations, using semi-empirical PM6(tm) [26,[138][139] and Density Functional Theory (DFT) [141] , were carried out using the Spartan 16.0 suite of programs. [140] The latter calculations involved initial structural optimisation using the PM6(tm) followed by DFT optimization (M11-L / 6-311+G(2df, 2p) or B3LYP / 6-31+G*).…”

Section: General Considerationsmentioning

confidence: 99%

“…[140] The latter calculations involved initial structural optimisation using the PM6(tm) followed by DFT optimization (M11-L / 6-311+G(2df, 2p) or B3LYP / 6-31+G*). [137][138][139][140][141] Zero-point energy and vibrational analyses were also conducted to indicate that a ground state conformer on the potential energy surface had been realised. [9,12,17,26,43] Elemental analyses were performed by Atlantic Microlabs (Norcross, GA, U.S.A.).…”

Section: General Considerationsmentioning

confidence: 99%

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Divalent cobalt and copper coordination complexes of κ2-N, O-derivatives of (Z)-1-R-2-(2′-oxazolin-2′-yl)-eth-1-en-1-ates: Structure and reactivity patterns

May

Resanović

Chojnacka

et al. 2021

Inorganica Chimica Acta

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The synthesis and characterisation of a small library of Co and Cu derivatives (29 examples) incorporating the (Z)-1-R 1 -2-(4',4'-R 2 -2'-oxazolin-2'-yl)-eth-1-en-1-ate (L: R 1 = alkyl or aryl; R 2 = H or Me) skeleton is described. This work includes six new derivatives of "Tohda's Ligands". In the case where R 2 = H, solid-state stable Co(II) materials of formula Co(κ 2 -N,O-L)2 could, in some cases, be obtained following base-induced deprotonation of L+H and treatment with hydrated CoX2 salts. These complexes display redox induced solution decomposition behaviour giving Co(κ 2 -N,O-L)3 as one isolable product. Stable Cu(II) complexes could only be obtained in the case of for R 1 = Ph and R 2 = H. In the case of R 2 = Me, distorted tetrahedral Co(II) compounds (also Co(κ 2 -N,O-L)2) are obtained as above (twelve examples). Square planar derivatives of Cu(II), of similar stoichiometry, are likewise isolated (eleven new examples). In contrast to the R 2 = H reactions, all of these latter materials were found to be air-stable in solution or the solid phase. In total, 18 complexes have been characterised by single crystal X-ray diffraction. Molecular modelling (PM6(tm) and DFT) are also used to elucidate the molecular properties of selected complexes. Only a single Co complex (R 1 = t-butyl and R 2 = Me) of the library displays reversible one-electron redox properties.

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Section: Syntheses and Structural Aspectsmentioning

confidence: 99%

Section: General Considerationsmentioning

confidence: 99%

Section: General Considerationsmentioning

confidence: 99%

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Divalent cobalt and copper coordination complexes of κ2-N, O-derivatives of (Z)-1-R-2-(2′-oxazolin-2′-yl)-eth-1-en-1-ates: Structure and reactivity patterns

May

Resanović

Chojnacka

et al. 2021

Inorganica Chimica Acta

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“…Analyses are consistent with those in the literature. 20,87 A flask was charged with 1a (5.0 mL, 39.19 mmol) and THF (25 mL). After allowing the solution to cool to 0°C, 1-napthoyl chloride (13.00 g, 86.22 mmol) as added to the mixture.…”

Section: Melting Point Range: 79-82°cmentioning

confidence: 99%

Catalytic and co-ordination chemistry of enolate oxazoline K2-N,O-ligands to group 9 & 11 transition metals

May¹

2021

Preprint

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The co-ordination chemistry and resulting catalytic potential of Group 9 and 11 transition metal centered complexes with the 2-acylmethyl-2-oxazoline skeleton are detailed. Each of the synthesized ligand species were treated with either a Copper (II) or Cobalt (II) salt to promote co-ordination, in all cases deprotonation of the ligand occurred. These complexes have, thereafter, been examined by infrared spectroscopy (IR), UV-Visible spectroscopy (UV-Vis), mass spectrometry (MS), cyclic voltammetry (CV), combustion analysis (EA) and x-ray diffraction and probed for their potential redox properties. In the case of Cu(II) chelated complexes, no desirable redox behaviour was observed. Although, with respect to Co(II) complexes, one complex displayed favourable redox potential. The redox active species have been shown to effectively catalyze the polymerization of methyl methacrylate with tosyl chloride as an initiator, through an ATRP-like mechanism. Work within also reflects preliminary co-ordination to Iridium and Rhodium metal centers. Successfully synthesized Iridium complexes have been tested with respect to their oxidative properties. Positive results have been observed in their ability to perform oxidative addition with both HSnPh3 and MeI. Both small molecule species have been effectively added to an Ir(I) complex, formally changing its oxidation state to Ir(III).

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Amido-pincer complexes of Cu(II): Synthesis, coordination chemistry and applications in catalysis

Taghvaee

Rodríguez-Álvarez

García‐Álvarez

et al. 2017

Journal of Organometallic Chemistry

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The Crystal and Molecular Structure of (2Z)-2-[3-(4-Methoxybenzoyl)-4,4-dimethyl-1,2-oxazolidin-2-ylidene]-1-(4-methoxyphenyl)ethanone

Cited by 7 publications

References 32 publications

Divalent cobalt and copper coordination complexes of κ2-N, O-derivatives of (Z)-1-R-2-(2′-oxazolin-2′-yl)-eth-1-en-1-ates: Structure and reactivity patterns

Divalent cobalt and copper coordination complexes of κ2-N, O-derivatives of (Z)-1-R-2-(2′-oxazolin-2′-yl)-eth-1-en-1-ates: Structure and reactivity patterns

Catalytic and co-ordination chemistry of enolate oxazoline K2-N,O-ligands to group 9 & 11 transition metals

Amido-pincer complexes of Cu(II): Synthesis, coordination chemistry and applications in catalysis

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