Cyanocarbon and polycyano compounds

Ciganek, Engelbert; Linn, W. J.; Webster, Owen W.

doi:10.1002/9780470771242.ch9

Cited by 25 publications

(24 citation statements)

References 546 publications

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“…Up to now several nitrile‐containing compounds were in clinical developments . In organic synthesis, such nitrile‐containing compounds can serve as essential precursors for the synthesis of various organic moieties such as heterocycles, esters, acids, amines, amides, tetrazoles, aldehydes and ketones . The Sandmeyer reaction and Rosenmund‐von Braun reaction were used historically for the laboratorial and industrial synthesis of aryl nitriles which require stoichiometric amount of toxic HCN or metal cyanides and harsh reaction conditions with generation of significant amount of waste.…”

Section: Introductionmentioning

confidence: 99%

Uniform silver nanoparticles on tunable porous N‐doped carbon nanospheres for aerobic oxidative synthesis of aryl nitriles from benzylic alcohols

Hashemi

Lamei

2019

Applied Organom Chemis

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Tunable N‐doped carbon nanospheres from sucrose as carbon source and Tris(2‐aminoethyl)amine (TAEA) as nitrogen source by a simple and easily reproducible method were prepared. It was demonstrated that the tunable N‐doping of carbon spheres could be realized by altering the ratio of TAEA in the raw materials. The content of doped nitrogen, surface area, pore volume and pore size of carbon nanospheres were increased with the increasing of TAEA amount in the hydrothermal process. Prepared N‐doped carbon nanospheres act as solid ligand for anchoring of Ag NPs which generated via chemical reduction of Ag ions. Benzylic alcohols and aldehydes were converted into the aryl nitriles by using Ag/N‐CS‐1 nanospheres as the catalyst and O2 as the oxidant, efficiently. This catalyst was stable and could use for 6 successful runs.

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Section: Introductionmentioning

confidence: 99%

Uniform silver nanoparticles on tunable porous N‐doped carbon nanospheres for aerobic oxidative synthesis of aryl nitriles from benzylic alcohols

Hashemi

Lamei

2019

Applied Organom Chemis

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“…Would protonation occur at the carbanionic C atom or the cyano N atom? N-protonation has been suggested by comparison to cyanomethanes 6 but C-protonation to give a cyclo-pentadiene is the basis of the calculated gas phase acidity. 7 Having recently developed silylation methodology to prepare carborane superacids (e.g.…”

mentioning

confidence: 99%

Exploration of the pentacyano-cyclo-pentadienide ion, C₅(CN)₅⁻, as a weakly coordinating anion and potential superacid conjugate base. Silylation and protonation

Richardson

Reed

2004

Chem. Commun.

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“…As a consequence, 9 is assigned as the dimethyl cyanofumarate. Also, the ambiguity in the carbonyl resonances in Table 1 is removed and is consistent with the assignment based on Eqn (4 …”

Section: Expermentalmentioning

confidence: 75%

Carbon‐13 NMR studies of olefins having nitrile and methoxycarbonyl substituents. Additivity relationships

Barfield¹,

Gotoh²,

Hall³

1985

Magnetic Reson in Chemistry

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Carbon-13 NMR chemical shifts are reported for a series of seventeen olefins with tetra-, tri-, di-and mono-snbstitution by nitrile and methoxycarbonyl groups. Analyses of the data for the nitrile, methoxy and carbonyl chemical shifts by mnltiple linear regression provide a good correlation with the pattern of geminal, c h i d and transoid substitution. The olehic shielding data are more complicated, and the analysis requires the introduction of pairwise additivity parameters. It seems likely that the greater complexity arises from steric effects associated with ckoid and geminal methoxycarbonyl substituents, which produce deviations from planarity. The empirical relationships, which are reported here, are useful in removing several ambiguities in the spectral assignments. In this series of compounds it is also observed that substituents which are cis to the nitrile, shift the nitrile resonance 1-2ppm to high field of those for the trans snbstituents.

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Cyanocarbon and polycyano compounds

Cited by 25 publications

References 546 publications

Uniform silver nanoparticles on tunable porous N‐doped carbon nanospheres for aerobic oxidative synthesis of aryl nitriles from benzylic alcohols

Uniform silver nanoparticles on tunable porous N‐doped carbon nanospheres for aerobic oxidative synthesis of aryl nitriles from benzylic alcohols

Exploration of the pentacyano-cyclo-pentadienide ion, C₅(CN)₅⁻, as a weakly coordinating anion and potential superacid conjugate base. Silylation and protonation

Carbon‐13 NMR studies of olefins having nitrile and methoxycarbonyl substituents. Additivity relationships

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Cyanocarbon and polycyano compounds

Cited by 25 publications

References 546 publications

Uniform silver nanoparticles on tunable porous N‐doped carbon nanospheres for aerobic oxidative synthesis of aryl nitriles from benzylic alcohols

Uniform silver nanoparticles on tunable porous N‐doped carbon nanospheres for aerobic oxidative synthesis of aryl nitriles from benzylic alcohols

Exploration of the pentacyano-cyclo-pentadienide ion, C5(CN)5−, as a weakly coordinating anion and potential superacid conjugate base. Silylation and protonation

Carbon‐13 NMR studies of olefins having nitrile and methoxycarbonyl substituents. Additivity relationships

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Exploration of the pentacyano-cyclo-pentadienide ion, C₅(CN)₅⁻, as a weakly coordinating anion and potential superacid conjugate base. Silylation and protonation