4433-66-3

Upstream product

• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 100-52-7 benzaldehyde 
• 4433-66-3 (+/-)-hydroveratroin 
• 5653-60-1 3,3',4,4'-tetramethoxybenzoin 

Downstream Products

• 5496-41-3 2-(3,4-dimethoxyphenyl)-4,5-diphenyl-1H-imidazole 
• 4433-66-3 (S:S)-1,2-bis-(3,4-dimethoxy-phenyl)-ethanediol-(1,2) 
• 67042-32-4 (R:R)-1,2-bis-(3,4-dimethoxy-phenyl)-ethanediol-(1,2) 

Relevant academic research and scientific papers

McMurry coupling of aryl aldehydes and imino pinacol coupling mediated by Ti(O-i-Pr)4/Me3SiCl/Mg reagent

Ti(O-i-Pr)4/Me3SiCl/Mg reagent mediated McMurry coupling of aryl aldehydes to biaryl olefins at near room temperature. This low valent titanium (LVT) reagent also mediated the coupling of aldimines to 1,2-diamines (imino pinacol coupling).

A convenient synthesis of unsymmetrical pinacols by coupling of structurally similar aromatic aldehydes mediated by low-valent titanium

The one-pot, selective cross pinacol-type couplings between two structurally similar aromatic aldehydes promoted by low-valent titanium generated unsymmetrical pinacols in moderate to good isolated yields in an erythrolthreo ratio of up to 91:9. This synt

Pinacol coupling of aromatic aldehydes and ketones mediated by TiCl 4-Zn in ethyl acetate under ultrasound

Zinc powder can reduce titanium tetrachloride to the corresponding low valent titanium complexes, which can promote coupling of some aromatic aldehydes and ketones to the corresponding pinacols in 35-99% yield in ethyl acetate at 20-25°C within 20-45 min under ultrasound irradiation.

Pinacol Formation and Reduction of Aromatic Carbonyls with Magnesium-Methanol at Ambient Temperature

A simple and inexpensive procedure for the pinacol formation of aromatic aldehydes and reduction of aromatic ketones to the corresponding alcohols with magnesium in dry methanol at ambient temperature is reported. The pinacol formation and reduction are proposed to be proceeding by SET from magnesium.

Tellurium-koh mediated rapid pinacolization of carbonyl compounds

A rapid and convenient method is reported for the quantitative pinacolization of aromatic carbonyl compounds with tellurium powder and potassium hydroxide in methanol at ambient temperature.

Pinacolization and reduction of aromatic carbonyls with aluminium-KOH

A simple and rapid procedure for the pinacolization of aromatic aldehydes and reduction of hindered ketones with inexpensive aluminium and KOH in methanol at ambient temperature is reported. The pinacolization and reduction are proposed to be proceeding via single electron transfer from aluminium. Copyright 1996 by the Royal Society of Chemistry.

Rapid Pinacolization of Carbonyl Compounds with Aluminium-KOH

A rapid and convenient method is reported for the quantitative pinacolization of aromatic carbonyl compounds with aluminium powder and potassium hydroxide in methanol at ambient temperature.

MECHANOCHEMICAL REACTIONS OF VERATRYLGLYCEROL-β-(α'-METHYL)SYRINGYLALCOHOL ETHER

Mechanochemical reactions of a lignin model compound, veratrylglycerol-β-(α'-methyl)-syringylalcohol ether, IV, were investigated using a ceramic ball mill (CBM) or a vibration ball mill (VBM).As a result of the mechanical treatment, the model compound was converted to ethyleneglycol (α'-methyl)syringylalcohol ether 1, veratrylalcohol 2, veratrylglycerol-β-acetosyringone ether 5, acetosyringone 7, 3,5-dimethoxy-p-benzoquinone 9 and seven other compounds to a large extent.Homolytic Cα-Cβ cleavage of compound IV occurred to form a pair of carbon radicals during the milling.The radicals during the milling.The radicals either recombined by themselves or reacted with co-existing radical OH and radical H to produce compounds 1, 2, 3 and 3.As a major mechanochemical conversion, compound IV was dehydrogenated possibly by radical OH and radical O2H radicals to form compound 5 which further was converted to compounds 6-11 via the Cα-Cβ cleavage and hydroxyl radical substitution mechanisms.

Preparation and Crystal Structure of (+/-)-1,2-Bis(3,4-dimethoxyphenyl)-1,2-ethanediol

(+/-)-1,2-Bis(3,4-dimethoxyphenyl)-1,2-ethanediol has been prepared by reduction of veratraldehyde with low-valent titanium.Reduction with TiCl4/Zn gave a mixture of the (+/-)-form (80percent) and the meso form (20percent) while only traces of the meso fo

Studies on Hydrobenzoins: Preparation, Crystal Structure and Stability of Borate Complexes

The meso and racemic forms of hydrobenzoin , hydroanisoin and hydroveratroin have been prepared by reduction of the corresponding benzoins by sodium tetrahydridoborate and by the borane-dimethyl sulfide complex.The meso and racemic forms could be separated by ion exchange chromatography on an anion exchanger, using a borate solution as the eluent.Borate complexes of the racemic forms were more stable than those of the corresponding meso forms.Hydrobenzoins are useful as model compounds in connection with studies of acid-catalysed reactions and microbial degradation of lignins.The crystal structures of the meso forms of hydroanisoin and hydroveratroin have been determined from single-crystal X-ray diffraction data. meso-Hydroanisoin crystallizes in the space group P21/c with a = 15.269(6), b = 5.035(2), c = 9.198(4) Angstroem, β = 98.75(3) deg and Z = 2.Full-matrix least-squares refinement of 127 structural parameters gave R = 0.039 for 1047 observed 3?(I)> reflections. meso-Hydroveratroin crystallizes in the space group P21/n with a = 8.185(2), b = 12.605(3), c = 8.414(2) Angstroem, β = 109.74(2) deg and Z = 2.Full-matrix least-squares refinement of 153 structural parameters gave R = 0.036 for 1086 3?(I)> reflections.