55479-94-2

Upstream product

• 87-41-2 2-benzofuran-1(3H)-one 
• 59868-79-0 1,3-dihydroisobenzofuran-1-ol 
• 100656-17-5 1-methoxy-1,3-dihydroisobenzofuran 
• 201230-82-2 carbon monoxide 
• 5159-41-1 2-iodobenzyl alcohol 
• 125593-15-9 2-(hydroxymethyl)benzaldehyde tosylhydrazone 
• 865-48-5 sodium t-butanolate 
• 612-14-6 phthalyl alcohol 
• 119-67-5 o-carboxybenzaldehyde 
• 7647-01-0 hydrogenchloride 
• 7446-70-0 aluminium trichloride 
• 499-75-2 carvacrol 
• 71-43-2 benzene 
• 626-19-7 Isophthalaldehyde 

Downstream Products

• 147377-67-1 (E)-ethyl 3-(2-(hydroxymethyl)phenyl)acrylate 
• 173912-31-7 (2-(2-methylprop-1-en-1-yl)phenyl)methanol 
• 148117-58-2 Acetic acid (E)-3-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-allyl ester 
• 147377-68-2 ethyl (2-tert-butyldimethylsilyloxymethyl)cinnamate 
• 148117-51-5 Acetic acid 3-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-2,3-dihydroxy-propyl ester 
• 148117-59-3 Acetic acid 3-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-2,3-bis-methoxymethoxy-propyl ester 
• 1161736-64-6 N,N'-bis[2-(hydroxymethyl)benzyl]ethylenediamine 
• 35106-82-2 2-vinylbenzylalcohol 

Relevant academic research and scientific papers

Order from Chaos: Self-Assembly of Nanoprism from a Mixture of Tetratopic Terpyridine-Porphyrin Conformers

Porphyrins have been widely used in the self-assembly of metallo-supramolecules. In this study, we introduced 2,2':6,2"-terpyridine (tpy) into a porphyrin core to synthesize a tetratopic building block with multiple conformers. During the self-assembly with Zn(II), such a mixture of conformers was able to form a discrete nanoprism with all building blocks in one conformation. Detailed characterizations, including NMR, ESI-MS and traveling-wave ion mobility-mass spectrometry (TWIM-MS), all supported the formation of the desired assemblies. AFM and TEM further confirmed the dimensions of assembled nanoprisms. Moreover, the photophysical properties of the ligands and complexes were noticeably different depending upon size and metal ion center.

Kinetic Study of the Reversible Formation of Cyclic Hemiacetals from 2-(Hydroxymethyl)benzaldehyde and 2-(β-Hydroxyethyl)benzaldehyde

The title aldehydes 1 and 3 exist in equilibrium with cyclic hemiacetal forms 2 and 4, respectively, with equilibrium constants in water of 6.7 (12) and 20 (34).These equilibria are displaced toward the hemiacetals in strongly basic solutions because of their ionization.Acidity constants have been determined to be 12.29 (2) and 12.38 (4).The kinetics of the equilibration have been studied in the pH range 1-8 in carboxylic acid and alkylphosphonic acid buffers.The base forms (RCOO- and RPO32-) produce a common Bronsted line, while the acid forms produce two distinct Bronsted relations, with that for RHPO3- being displaced ab out one logarithmic unit above that for RCOOH.It is concluded that the former are not acting as bifunctional catalysts but owe their enhanced reactivity to an electrostatic effect.It is, moreover, suggested that the acid-catalyzed equilibrations are proceeding by way of two competing mechanisms, one involving as an intermediate the protonated hemiacetal and the other the protonated benzaldehyde.Several acetals related to 2 and 4 have also been prepared, and the kinetics and mechanism of their hydrolyses are discussed.

Dehydrogenative lactonization of diols with a platinum-loaded titanium oxide photocatalyst

A new catalytic route for the lactonization of diols was developed by using a metal-loaded TiO2 photocatalyst. In particular, Pt-loaded rutile TiO2 exhibited a high photocatalytic activity with high selectivity. In addition, it was found that a heterogeneous acid catalyst can accelerate this photocatalytic lactonization.

Squaramide-catalyzed asymmetric intramolecular oxa-michael reaction of α,β-unsaturated carbonyls containing benzyl alcohol: Construction of chiral 1-substituted phthalans

Organocatalytic enantioselective intramolecular oxa-Michael reactions of benzyl alcohol bearing α,β-unsaturated carbonyls as Michael acceptors are presented herein. Using cinchona squaramide-based organocatalyst, enones as well as α,βunsaturated esters containing benzyl alcohol provided their corresponding 1,3-dihydroisobenzofuranyl-1-methylene ketones and 1,3-dihydroisobenzofuranyl-1-methylene esters in excellent yields with high enantioselectivities. In addition, enantioenriched 1,3-dihydroisobenzofuranyl-1-methylene ketone could be obtained from the Wittig/oxa-Michael reaction cascade of 1,3-dihydro-2-benzofuran-1-ol.

Organocatalytic enantioselective synthesis of phthalans via Wittig/oxa-Michael cascade reaction

An enantioselective synthetic method for 1-substituted phthalans has been developed. The organocatalytic reaction between 1,3-dihydro-2-benzofuran-1-ols and Wittig reagents using cinchona squaramide-based organocatalyst proceeded with sequential Wittig reaction followed by an enantioselective intramolecular oxa-Michael reaction, yielding enantioenriched phthalans with moderate to good enantioselectivities.

IBX oxidation of benzenedimethanols in the presence of cucurbit[8]uril

The cucurbit[8]uril (Q[8]) mediated oxidation of benzenedimethanols with o-iodoxybenzoic acid (IBX) in aqueous solution has been investigated, and the results reveal the supramolecular catalysis depends on the electronic and geometric structure of substrate. In the cases of o-benzenedimethanol (1a) and m-benzenedimethanol (1b), the IBX oxidation could be obviously enhanced by the addition of Q[8] at different extent. There is no observation of the catalytic activity of Q[8] when p-benzenedimethanol (1c) is subjected to the IBX oxidation. The addition amount of Q[8] is discussed herein, and the addition of more than 10% mol catalyst cannot improve the oxidation much more. The investigation of host-guest interactions by isothermal titration calorimetry implies the supramolecular catalysis is related to the formation of complexes between benzenedimethanols and cucurbit[8]uril. The supramolecular catalysis of Q[8] (cucurbit[8]uril) on the IBX (o-iodoxybenzoic acid) oxidation of o,m,p-benzenedimethanols in aqueous solvent and the host-guest interactions have been investigated.

Reaction of phthalaldehyde with aminoethanol under different conditions: Products and mechanisms of their formation

Analysis of amino acids and very efficient disinfection procedures are based on the reaction of phthalaldehyde (OPA) with primary amines. In this contribution, aminoethanol (=kolamin) as a nitrogen-containing nucleophile was used for the investigation of its reaction mechanism with OPA performed in basic aqueous buffered media (pH 9.5), where an influence of hydration or solvation is expected, and in anhydrous acetonitrile. Depending on the detailed reaction conditions, seven products were isolated and their structures determined by NMR, mass spectrometry, and X-ray structure analysis. Reaction mechanisms are proposed, which involve hydride transfers to OPA (Cannizzaro-type reaction).

6-membered pseudocyclic IBX acids: Syntheses, X-ray structural characterizations, and oxidation reactivities in common organic solvents

We designed and synthesized λ5-cyclic periodinanes 1 and 2, which are homologous to IBX (1-hydroxy-1-oxo-1H-1λ5- benzo[d][1,2]iodoxol-3-one) by one carbon, to thwart close packing of molecules in the crystal lattice to permit solubility in common organic solvents and to facilitate oxidations with enhanced reactivity. The X-ray crystal structures revealed that both 1 and 2 exist in the solid state as pseudocyclic (PC) acids, i.e., 1PC and 2PC, and that the molecules in the lattice are less weakly associated as compared to those in the parent IBX due to the twisting introduced via the sp3 benzylic carbon. Both 1PC and 2PC are found to dissolve in palpable amounts in DCM and acetonitrile to allow oxidation of a variety of alcohols and sulfides to carbonyl compounds and sulfoxides in a facile manner. The subtle differences in the sterics due to methyl and ethyl substituents in 1PC and 2PC are found to manifest in contrasting reactivities in that the oxidations of alcohols occur faster with 2PC, while those of sulfides to sulfoxides occur more rapidly with 1PC.

Novel and facile selective reduction of carboxylic acid with a samarium diiodide-lanthanide triflate-methanol-base system

The facile selective reduction of carboxylic acids in the presence of an aldehyde or that bearing a formyl group proceeded smoothly with a samarium diiodide-lanthanide triflate-methanol-base system at room temperature to give the corresponding alcohols in good to almost quantitative yield.

Selective Oxidations using Alumina-supported Iodobenzene Diacetate under Solvent-free Conditions

The solid reagent system iodobenzene diacetate-alumina expeditiously and selectively oxidises Sulfides to sulfoxides and alcohols to carbonyl compounds in high yields under the influence of microwaves.