614-99-3Relevant articles and documents
Correlation of the rates of solvolysis of 2-furancarbonyl chloride and three naphthoyl chlorides
D'Souza, Malcolm J.,Boggs, Mary E.,Kevill, Dennis N.
, p. 173 - 178 (2006)
The correlations of the specific rates of solvolysis of the title compounds using extended forms of the Grunwald-Winstein equation are consistent with the overall picture which is emerging for acyl chloride solvolyses, with competing addition-elimination (with rate-determining addition) and ionization (assisted by nucleophilic solvation) pathways. Except in the more ionizing solvents of low nucleophilicity, 2-furancarbonyl chloride follows the addition-elimination pathway, in contrast to 2-thiophenecarbonyl chloride. Except in solvents of highest nucleophilicity and low ionizing power, the solvolyses of the naphthoyl chlorides (1-naphthoyl, 2-naphthoyl and 6-methyl-2-naphthoyl) all favor the ionization pathway. In the correlation of the 1-naphthoyl chloride solvolyses, there is a slight improvement when a term governed by the sensitivity to changes in the aromatic ring parameter (hi) is incorporated; this can be associated with a rather minor steric hindrance involving the peri-hydrogen. Copyright
Study of the oxidative esterification of furfural catalyzed by Au25(glutathione)18 nanocluster deposited on zirconia
Shahin, Zahraa,Rataboul, Franck,Demessence, Aude
, (2020/11/24)
Au/ZrO2 catalyst prepared from Au25(SG)18 nanoclusters (SG stands for glutathione) deposited on ZrO2 has shown to be an efficient system for the oxidative esterification of furfural with methanol. The influence of the supported nanoclusters was studied and showed that partial calcination of the supported nanoclusters at 300 °C was sufficient for a quantitative formation of methyl-2-furoate even in the absence of a base. In the presence of 0.27 mol% of Au, initial activities up to 250 h?1 were obtained at 100 °C under 6 bar of O2. The reactivity was extended to the oxidative esterification of furfuryl alcohol and the formation of various products and intermediates was discussed.
Remarkably Efficient Iridium Catalysts for Directed C(sp2)-H and C(sp3)-H Borylation of Diverse Classes of Substrates
Chattopadhyay, Buddhadeb,Hassan, Mirja Md Mahamudul,Hoque, Md Emdadul
supporting information, p. 5022 - 5037 (2021/05/04)
Here we describe the discovery of a new class of C-H borylation catalysts and their use for regioselective C-H borylation of aromatic, heteroaromatic, and aliphatic systems. The new catalysts have Ir-C(thienyl) or Ir-C(furyl) anionic ligands instead of the diamine-type neutral chelating ligands used in the standard C-H borylation conditions. It is reported that the employment of these newly discovered catalysts show excellent reactivity and ortho-selectivity for diverse classes of aromatic substrates with high isolated yields. Moreover, the catalysts proved to be efficient for a wide number of aliphatic substrates for selective C(sp3)-H bond borylations. Heterocyclic molecules are selectively borylated using the inherently elevated reactivity of the C-H bonds. A number of late-stage C-H functionalization have been described using the same catalysts. Furthermore, we show that one of the catalysts could be used even in open air for the C(sp2)-H and C(sp3)-H borylations enabling the method more general. Preliminary mechanistic studies suggest that the active catalytic intermediate is the Ir(bis)boryl complex, and the attached ligand acts as bidentate ligand. Collectively, this study underlines the discovery of new class of C-H borylation catalysts that should find wide application in the context of C-H functionalization chemistry.