Isonitrile, I. Darstellung von Isonitrilen aus monosubstituierten Formamiden durch Wasserabspaltung

Ugi, Ivar; Meyr, Rudolf

doi:10.1002/cber.19600930136

Cited by 258 publications

(44 citation statements)

References 30 publications

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“…[27] The complexes trans-[PdCl 2 (tht) 2 ], trans-[PdCl 2 (SMe 2 ) 2 ], [28] trans-[Pd(Fmes) 2 (tht) 2 ] (1b) [2a] and the ligands OPPhPy 2 , [29] SPPh 2 Py, [30] and (OH)(CH 3 )CPy 2 , [31] were prepared according to literature procedures. pTol-NC was synthesized as reported [32] using triphosgene as dehydrating agent. [33] chem was used as received, and Li(Fmes) was prepared in situ as described in the literature.…”

Section: Methodsmentioning

confidence: 99%

Bis(fluoromesityl) Palladium Complexes, Archetypes of Steric Crowding and Axial Protection by ortho Effect − Evidence for Dissociative Substitution Processes − Observation of ¹⁹F−¹⁹F Through‐Space Couplings

et al. 2004

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Bisarylated complexes trans‐[Pd(Fmes)2(SR2)2] [Fmes = 2,4,6‐tris(trifluoromethyl)phenyl (fluoromesityl); SR2 = SMe2, tht; tht = tetrahydrothiophene] are precursors for various bisarylated fluoromesityl palladium(II) complexes by ligand‐substitution reactions. Boiling under reflux in acetonitrile gives the mixed complexes trans‐[Pd(Fmes)2(NCMe)(SR2)], whereas boiling under reflux in toluene leads to trans‐[PdCl2L2] (L = PMe3, tBuNC, pTol‐NC, 4‐MePy), in the presence of neutral monodentate ligands, or to (NnBu4)[trans‐Pd(Fmes)2I(SR2)] when treated with (NnBu4)I. trans‐[Pd(Fmes)2(SMe2)2] reacts with bidentate ligands, also boiling under reflux in toluene, to give [Pd(Fmes)2(L−L)] [L−L = Me2bipy, 2,2′‐biquinolyl, κ2N,N′‐OCPy2, dppm (Ph2PCH2PPh2), dppe (Ph2PCH2CH2PPh2), pte (PhSCH2CH2SPh), κ2S,N‐SPPh2Py, κ2O,N‐OPPhPy2], or the bimetallic complex [Pd(Fmes)2(μ‐1κN:1,2κO:2κN‐Py2MeCO)Pd(Fmes)(SMe2)] (characterized by X‐ray diffractometry) when treated with (OH)(CH3)CPy2. The crowding associated with two Fmes groups produces several interesting features: (1) trans complexes are preferred over cis complexes, against the expected electronic preferences; (2) the low‐temperature NMR spectra of several complexes, or the X‐ray diffraction structure of [Pd(Fmes)2(2,2′‐biquinolyl)], reveal significant structural distortions associated with steric crowding; (3) the need for boiling under reflux in the synthesis suggests a dissociative substitution mechanism, which is unknown so far for Pd; (4) some of the complexes show 19F−19F through‐space couplings. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)

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Section: Methodsmentioning

confidence: 99%

Bis(fluoromesityl) Palladium Complexes, Archetypes of Steric Crowding and Axial Protection by ortho Effect − Evidence for Dissociative Substitution Processes − Observation of ¹⁹F−¹⁹F Through‐Space Couplings

et al. 2004

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“…Cyclohexyl isocyanide was prepared ac-cording to the literature procedure. [9] Other chemicals were acquired from commercial sources. H 4.63, N 11.50; found C 75.08, H 5.03, N 11.25. …”

Section: Methodsmentioning

confidence: 99%

Ruthenium(II) Octaphenylporphyrazine Complexes with Mixed Axial Ligands: Peculiarities of Their Formation and Spectral Properties

et al. 2004

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A series of new axially bis‐coordinated (octaphenylporphyrazinato)ruthenium(II) complexes {[(Ph8Pz)RuL2], L = cyclohexyl isocyanide, CyNC, (1b); 4,4′‐bipyridine, bpy, (2c); N‐methylimidazole, CH3Im, (3a)} was prepared and characterized. The reaction of the bis‐isocyanide adducts [(Ph8Pz)Ru(tBuNC)2] (1a) or [(Ph8Pz)Ru(CyNC)2] (1b) with monodentate N‐heterocycles gave, under certain conditions, the mixed‐ligand complexes [(Ph8Pz)Ru(Py)(tBuNC)] (4a), [(Ph8Pz)Ru(Py)(CyNC)] (4b) and [(Ph8Pz)Ru(CH3Im)(CyNC)] (3b). The reaction of 1a or 1b with an excess of bidentate 4,4′‐bipyridine under the same conditions resulted in the formation of the corresponding dimeric species [(Ph8Pz)Ru(tBuNC)]2(μ‐bpy) (2a) and [(Ph8Pz)Ru(CyNC)]2(μ‐bpy) (2b) in high yield. The structures of all the complexes were unambiguously proved by 1H NMR spectroscopy, and the possibility of their self‐assembly is discussed. All mixed‐ligand compounds were also characterized by UV/Vis and IR spectroscopy, as well as elemental analysis. The 1H NMR spectra of these compounds are discussed in detail. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)

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“…Phenyl isocyanide and 4-chlorophenyl isocyanide were prepared by literature methods [7,8]. The complexes were prepared according to the literature method [9].…”

Section: Preparationsmentioning

confidence: 99%

⁶³Cu NQR Studies of Three-coordinated Complexes of Cu(I) with an Isocyanide Ligand

Khajenouri

Motallebi

Lücken

1998

Zeitschrift Für Naturforschung A

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The 63 Cu NQR spectra of five three-coordinated complexes of Cu(I) containing an isocyanide ligand are reported. The resonance frequencies are compared with those of other three-coordinated Cu(I) complexes using a partial coupling constant model to describe the effects of the various ligands and to take into account the effects of variations in the molecular geometries. The partial coupling constant of the isocyanide ligand is much higher than that of any other ligand studied so far and leads to the order of donor atom partial field gradients for terminal ligands C>N>Cl>P = S = Br>I>0.

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Isonitrile, I. Darstellung von Isonitrilen aus monosubstituierten Formamiden durch Wasserabspaltung

Cited by 258 publications

References 30 publications

Bis(fluoromesityl) Palladium Complexes, Archetypes of Steric Crowding and Axial Protection by ortho Effect − Evidence for Dissociative Substitution Processes − Observation of ¹⁹F−¹⁹F Through‐Space Couplings

Bis(fluoromesityl) Palladium Complexes, Archetypes of Steric Crowding and Axial Protection by ortho Effect − Evidence for Dissociative Substitution Processes − Observation of ¹⁹F−¹⁹F Through‐Space Couplings

Ruthenium(II) Octaphenylporphyrazine Complexes with Mixed Axial Ligands: Peculiarities of Their Formation and Spectral Properties

⁶³Cu NQR Studies of Three-coordinated Complexes of Cu(I) with an Isocyanide Ligand

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Isonitrile, I. Darstellung von Isonitrilen aus monosubstituierten Formamiden durch Wasserabspaltung

Cited by 258 publications

References 30 publications

Bis(fluoromesityl) Palladium Complexes, Archetypes of Steric Crowding and Axial Protection by ortho Effect − Evidence for Dissociative Substitution Processes − Observation of 19F−19F Through‐Space Couplings

Bis(fluoromesityl) Palladium Complexes, Archetypes of Steric Crowding and Axial Protection by ortho Effect − Evidence for Dissociative Substitution Processes − Observation of 19F−19F Through‐Space Couplings

Ruthenium(II) Octaphenylporphyrazine Complexes with Mixed Axial Ligands: Peculiarities of Their Formation and Spectral Properties

63Cu NQR Studies of Three-coordinated Complexes of Cu(I) with an Isocyanide Ligand

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Bis(fluoromesityl) Palladium Complexes, Archetypes of Steric Crowding and Axial Protection by ortho Effect − Evidence for Dissociative Substitution Processes − Observation of ¹⁹F−¹⁹F Through‐Space Couplings

Bis(fluoromesityl) Palladium Complexes, Archetypes of Steric Crowding and Axial Protection by ortho Effect − Evidence for Dissociative Substitution Processes − Observation of ¹⁹F−¹⁹F Through‐Space Couplings

⁶³Cu NQR Studies of Three-coordinated Complexes of Cu(I) with an Isocyanide Ligand