69849-09-8Relevant academic research and scientific papers
Ni-NiO heterojunctions: a versatile nanocatalyst for regioselective halogenation and oxidative esterification of aromatics
Bhardwaj, Nivedita,Goel, Bharat,Indra, Arindam,Jain, Shreyans K.,Singh, Ajit Kumar,Tripathi, Nancy
, p. 14177 - 14183 (2021/08/16)
Herein, we report a facile method for the synthesis of Ni-NiO heterojunction nanoparticles, which we utilized for the nuclear halogenation reaction of phenol and substituted phenols usingN-bromosuccinimide (NBS). A remarkablepara-selectivity was achieved for the halogenated products under semi-aqueous conditions. Interestingly, blocking of thepara-position of phenol offeredortho-selective halogenation. In addition, the Ni-NiO nanoparticles catalyzed the oxidative esterification of carbonyl compounds with alcohol, diol or dithiol in the presence of a catalytic amount of NBS. It was observed that the aromatic carbonyls substituted with an electron-donating group favoured nuclear halogenation, whereas an electron-withdrawing group substitution in carbonyl compounds facilitated the oxidation reaction. In addition, the catalyst was magnetically separated and recycled 10 times. The tuned electronic structure at the Ni-NiO heterojunction controlled selectivity and activity as no suchpara-selectivity was observed with commercially available NiO or Ni nanoparticles.
An expedient carbon–sulfur bond formation explored through the cellulose sulfonic acid (CSA) catalyzed dithioacetal protection of carbonyl compounds
Kadam, Kailas R.
, p. 530 - 541 (2020/07/03)
A facile carbon–sulfur bond formation was observed through the cellulose sulfonic acid (CSA) catalyzed dithioacetal protection of carbonyl compounds. In a preliminary study, the synthesis and characterization of functionalized bio-polymer, cellulose sulph
Sulfur-Directed Ligand-Free C-H Borylation by Iridium Catalysis
Liu, Li,Wang, Guanghui,Jiao, Jiao,Li, Pengfei
, p. 6132 - 6135 (2017/11/24)
An iridium-catalyzed ortho C-H borylation reaction directed by cyclic dithioacetal moiety is disclosed. A series of borylation products were obtained in moderate to good yields under mild conditions in exclusive mono- and ortho-regioselectivity. Thus, the 1,3-dithiane or 1,3-dithiolane group serves as a remarkable effective directing group for C-H borylation without any ligand assistance. The further transformations of the borylation products are also carried out to change boryl group to other functional groups.
The directing group wins over acidity: kinetically controlled regioselective lithiation for functionalization of 2-(2,4-dihalophenyl)-1,3-dithiane derivatives
Sakthivel, Shanmugam,Kothapalli, Raveendra Babu,Balamurugan, Rengarajan
, p. 1670 - 1679 (2016/02/09)
Regioselective lithiation followed by functionalization of 2-(2,4-dihalophenyl)-1,3-dithiane derivatives with different electrophiles was achieved in good to excellent yields. When the title compound is treated with n-butyl lithium, lithiation occurs selectively at the aromatic carbon having less acidic proton despite the presence of thermodynamically more acidic 1,3-dithiane proton in the same molecule. Computationally calculated pKa values of the available reactive site protons and the experimental results suggest that the regioselective lithiation in 2-(2,4-dihalophenyl)-1,3-dithiane derivatives is not governed by thermodynamic acidity rather exclusively dictated by the kinetic removal of protons due to cooperative coordination (complex induced proximity effect, CIPE) and inductive effects of the 1,3-dihalo substituents present in the aromatic ring. By employing this regioselective functionalization, diverse 1,2,3,4-tetra-substituted aromatic compounds were prepared with ease.
Sulfonated polyanthracene-catalyzed highly efficient and chemoselective thioacetalization of carbonyl compounds and transthioacetalization of acetals and acylals
Fahid,Pourmousavi
, p. 16 - 29 (2015/10/20)
A straightforward and highly efficient procedure for the thioacetalization of a variety of aldehydes and transthioacetalization of acylals and acetals in good to excellent yields using catalytic amounts of sulfonated polyanthracene (S-PAT) is reported. Th
Aluminum hydrogen sulfate [Al(HSO4)3] as an efficient catalyst for the preparation of thioacetals
Ghashang, Majid
, p. 2837 - 2842 (2013/07/26)
Aluminum hydrogen sulfate, as a heterogeneous solid acid catalyst, has been used for the mild conversion of carbonyl compounds to their thioacetals using 1,2- and 1,3-dithiol under ambient conditions with short reaction times in high to excellent yield in
SBA-15 functionalized sulfonic acid containing a confined hydrophobic and acidic ionic liquid: A highly efficient catalyst for solvent-free thioacetalization of carbonyl compounds at room temperature
Karimi, Babak,Vafaeezadeh, Majid
, p. 23207 - 23211 (2013/11/19)
A novel application of SBA-15 functionalized sulfonic acid containing a confined ionic liquid has been introduced to convert various carbonyl compounds to their corresponding dithioacetals and dithioketals at room temperature and under solvent-free condit
Dithioacetalization of carbonyl compounds under catalyst-free condition
Akhlaghinia, Batool,Makarem, Ata
scheme or table, p. 575 - 581 (2012/04/23)
Protection of carbonyl compounds with 1,3-propanedithiol under a catalyst-free condition in nitromethane as a solvent has been described.
Chemoselective dithioacetalization and oxathioacetalization of carbonyl compounds using alumina sulfuric acid as catalyst
Shaterian, Hamid Reza,Hosseinian, Asghar,Ghashang, Majid
experimental part, p. 4097 - 4106 (2009/04/11)
Carbonyl compounds have been successfully converted into their corresponding dithiolane, dithiane, and oxathiolane derivatives using a catalytic amount of alumina sulfuric acid (Al2O3-SO3H) with excellent yields at room temperature in short reaction times under mild conditions. This simple method is a highly chemoselective procedure for protection of aldehydes in the presence of ketones, and the heterogeneous catalyst can be recovered and reused several times without any loss of its activity. Copyright Taylor & Francis Group, LLC.
Chemoselective dithioacetalization of carbonyl compounds using magnesium hydrogensulfate as efficient heterogeneous catalyst
Shaterian, Hamid Reza,Hosseinian, Asghar,Ghashang, Majid,Khorami, Fahimeh
experimental part, p. 2490 - 2501 (2009/08/07)
Carbonyl compounds have been successfully converted into their corresponding dithiolanes and dithianes derivatives with 1,2-ethanedithiol and 1,3-propanedithiol in excellent yield at room temperature and short reaction times using a catalytic amount of ma
