Diels-Alder reaction

Experimental and DFT Study of Azo-bis-Cyanuric Chloride Polar Diels-Alder Reaction with a Number of Dienes. Ways of Further Modification of the Obtained Products

The reaction of azo-bis-cyanuric chloride as strong electrophilic aza-dienophile in Diels-Alder cycloaddition with a number of dienes of different nucleophilicity, namely 2,3-dimethylbutadiene, 2-methylbutadiene and 1-acethoxybutadiene, was carried out and computationally analyzed on B3LYP/6-31G(d,p) level. Local and global reactivity indices, based on FMO theory, as well as TS geometries and activation energies were calculated. Reaction proceeds rapidly with high yields and in mild conditions. Ways of products further modification by chlorine atoms substitution were also studied.


The Diels-Alder reaction is widely used in organic synthesis, since it allows using a variety of dienes and dienophiles to obatin six-membered cycles in one step. Azo compounds, especially with electron deficient substituents, such as the 1,3,5-triazine ring, can interact as active dienophiles in the Diels-Alder reactions.

Дослідження взаємодії похідних 5-r-1,4-нафтохінону з 2,3-диметилбутадієном та прогнозування біологічної активності продуктів реакції методом 2d-qsar аналізу

By Diels-Alder reaction between 5-substituted derivatives of 1,4-naphthoquinone and 2,3-dimethylbutadiene new derivatives of 9,10-anthracenedione were synthesized. The opportunity of displaying biological activity of the synthesized compounds was established by using computer software PASS. 
Реакцією  Дільса-Альдера  між 5-заміщеними  похідними 1,4-нафтохінону  та 2,3-диметилбутадієном синтезовано нові сполуки 9,10-антрацендіону. Визначена імовірність прояву біологічної активності синтезованих сполук за допомогою програми PASS. 

α-Unsaturated Acids in Diels-Alder Reaction

The effect of reagents molar ratio and temperature, the amount of toluene as solvent and pyrogallol as inhibitor on the yield of alkylcyclohexene acids has been established at their production via Diels-Alder reaction using 2,3-dimethylbuta-1,3-diene and alkylacrylic acids. The structure and physico-chemical characteristics of the synthesized compounds have been determined.

Nonisocyanate” Polyhydroxy Urethanes Based on the Raw Material of a Plant Origin

New furfuryl oxypropyl cyclocarbonate (FOPCC)-based “nonisocyanate” polyhydroxy urethanes (PHU) (FOPCC being a product of recycled renewable raw materials) have been synthesized. The urethane formation reaction was investigated using infrared spectroscopy. The method of differential scanning calorimetry was used for the studies of the kinetics of reactions that form PHU, in particular the urethane-formation reaction and Diels-Alder reaction. It has been shown that FOPCC derivatives can be polymerized in the presence of a complex onium catalyst.