3400-22-4Relevant articles and documents
HYDRATION OF N-MONOSUBSTITUTED AMIDES IN THE BINARY SOLVENTS DIOXANE-D2O AND DIOXANE-H2O
Kobayashi, Mitsue,Nishioka, Kohji
, p. 1247 - 1251 (1987)
The molecular-level stucture of hydrated N-monosubstituted amides in aqueous media has been studied by measuring the infrared absorption spectra due to the C=O stretching (or amide I band) of a series of N-monosubstituted amides (RCONHR') in dioxan-D2O and dioxan-H2O mixtures.Three kinds of hydrated species of the secondary amides have been identified, namely monohydrated amide (II) (at the amide oxygen), dihydrated amide (III) (monohydrated at both the amide oxygen and the amide NH), and trihydrated amide (IV) (dihydrated at the amide oxygen and monohydrated at the amide NH).With increasing water content, the relative amounts of the hydrated amides increases in the order IIIIIIV.In pure heavy water, all of the amide molecules are hydrated, and two or three hydration states are in equilibrium.The degree of hydration is little influenced by the electronic character of the substituent R, whereas it is considerably influenced by the hydrophobic character of the substituent R'.As to the H/D isotope effect, the hydrogen bonding strength of C=O...HOH is stronger than that of C=O...DOD for N-alkylbenzamides.
Unexpected Z/E isomerism of N-methyl-O-phosphothioyl benzohydroxamic acids, their oxyphilic reactivity and inertness to amines
Majewski, Arkadiusz,Chojnacki, Jaros?aw,Przychodzeń, Witold
, p. 1077 - 1091 (2021/01/11)
Thiophosphinoylation of N-methyl p-substituted benzohydroxamic acids using disulfanes (method A) or diphenylphosphinothioyl chloride (method B) provides only one conformer of the respective O-phosphothioyl derivative (X-ray and NMR analysis). Undergoing t
Assemblies of 1,4-Bis(diarylamino)naphthalenes and Aromatic Amphiphiles: Highly Reducing Photoredox Catalysis in Water
Abe, Manabu,Akita, Munetaka,Chitose, Youhei,Hyodo, Yuki,Koike, Takashi,Takahashi, Keigo,Yoshizawa, Michito
, (2021/10/21)
Host-guest assemblies of a designed 1,4-bis(diarylamino)naphthalene and V-shaped aromatic amphiphiles consisting of two pentamethylbenzene moieties bridged by an m -phenylene unit bearing two hydrophilic side chains emerged as highly reducing photoredox catalysis systems in water. An efficient demethoxylative hydrogen transfer of Weinreb amides has been developed. The present supramolecular strategy permits facile tuning of visible-light photoredox catalysis in water.