Neutral isocyanide

Uson, R., Laguna, A., Vicente, J., Garcia, J., Bergareche, B. and Brun, P. (1978) Neutral isocyanide and carbene pentafluorophenyl complexes of gold(l) and gold(lll). Inorganica Chimica Acta, 28 (2), 237-243. 

In fact, (, R=H or Me)undergo a single-electron irreversible reduction to form the corresponding neutral isocyanide complexes (H2 evolution has be en detected [34] for the former compound). 

The common impurities found in amines are nitro compounds (if prepared by reduction), the corresponding halides (if prepared from them) and the corresponding carbamate salts. Amines are dissolved in aqueous acid, the pH of the solution being at least three units below the pKg value of the base to ensure almost complete formation of the cation. They are extracted with diethyl ether to remove neutral impurities and to decompose the carbamate salts. The solution is then made strongly alkaline and the amines that separate are extracted into a suitable solvent (ether or toluene) or steam distilled. The latter process removes coloured impurities. Note that chloroform cannot be used as a solvent for primary amines because, in the presence of alkali, poisonous carbylamines (isocyanides) are formed. However, chloroform is a useful solvent for the extraction of heterocyclic bases. In this case it has the added advantage that while the extract is being freed from the chloroform most of the moisture is removed with the solvent. 

A solution of 50 g. of j-tolylsulfonylmethyl isocyanide in 150 ml. of dichloromethane is placed on a 40 x 3 cm. column containing about 100 g. of neutral alumina slurried in dichloromethane. A nearly colorless solution (ca. 700 ml.) is collected over about 1 hour. This solution is evaporated to dryness on a rotary evaporator, providing 42—47 g. of white -tolylsulfonylmethyl isocyanide, m.p. 113-114° (dec.). 

Neutral ylide, isocyanide and carbene pentafluorophenyl gold] 111) complexes with the general formulae trans-[Au]C6F5)X2]CH2PR3)[ ]PR3 = PPh3, PPh2Me, PPhMe2),... 

Ionic LCs are interesting systems because they combine the properties of LCs with those of ionic liquids. Although alkali metal soaps were among the first thermotropic LCs to be systematically studied, ionic liquid crystalline derivatives have been reported less frequently than those based on neutral molecular and macromolecular species [39]. When the halide of [AuX(CNR)] complexes is substituted by a second isocyanide, ionic complexes [Au(CNR)2][Y] [R = C6H40C H2 + i (27a),... 

Compared to 32 (see Sect. 3.2), these compounds have the advantage that they react quantitatively under ambient conditions, in water as well as in polar organic solvents. The behaviour towards the ligands depicted in Scheme 7 proved to be identical for rhenium and technetium. The compounds listed in Scheme 7 have been fully characterized. The heterogenous reaction in THF in the presence of isocyanides yielded quantitatively the neutral complex [TcC1(CN-R)2(CO)3]... 

The addition of the neutral silylborane to carbon-carbon triple bonds, in which both the boron and silicon groups were retained in the products, was achieved in 1996 by using palladium catalysts.217 Although, in the preliminary report, tert-alkyl isocyanide was used as the ligand on palladium, it was later reported that conventional phosphine... 

The mass spectrum of aniline has been known since the early days of mass spectrometry. [122] Initially, the observed [M-27] ion has been interpreted in terms of HCN loss (Fig. 6.56a). The mechanism for loss of the elements of [H, N, C] from aminoarenes is perfectly analogous to CO loss from phenols (Chap. 6.9.1). [231] More recently, it could be demonstrated that loss of hydrogen isocyanide, HNC, occurs rather than losing the more stable neutral species HCN, a behavior typical of ionized pyridine. [222]... 

Burgers, P.C. Holmes, J.E. Mommers, A.A. Terlouw, J.K. Neutral Products of Ion Fragmentations Hydrogen Cyanide and Hydrogen Isocyanide (HNC) Identified by Collisionally Induced Dissociative Ionization. Chem. Phys. Lett. 1983,102,1-3. 

The BE-matrices of hydrogen cyanide and hydrogen isocyanide (notice that since the neutral "carbenic" resonance structure has not the octets fully completed, the dipolar resonance structure is taken instead) are ... 

The potential versatility of TCX4 (X = Cl, Br) is shown in the reaction with acetonitrile, in which the polymeric structure is cleaved slowly and the complexes [TcX4(NCCH3)2] (375) are formed. Similar behavior is found for isocyanides, which form the neutral species [TcX4(CN- Bu)2] (376)." ... 

The viscosity behavior of poly[(a-carboxymethyl)ethyl isocyanide] may be studied in neutral organic solvents. The concentration dependence of its reduced specific viscosity in 1,2-dichloroethane is shown in Fig. 11. A linear dependence indicates that the coefficients of higher concentration terms of the usual virial equations are negligibly small—a case which should be found with molecules, such as stiff rods, that give few intermolecular entanglements in dilute solution. 

Copper(I) pyrazolates react with neutral ligands (L), such as 1,10-phenan-throline and cyclohexyl isocyanide, giving binuclear complexes of general formula [Cu(pzXL)]2.9,10 Solutions of [Cu(dmpz)]3 in pyridine rapidly absorb oxygen in the presence of water, giving the blue octanuclear hydroxo-... 

No evidence is available which indicates whether the neutral fragment eliminated in (1) is cyanic, isocyanic, or even fulminic acid or whether the neutral fragment eliminated in (3) is phenyl isocyanide or benzonitrile. These features of the mass spectrum of... 

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