MELŠA, Petr, Michal ČAJAN and Ctibor MAZAL. Effect of CH/pi interaction on exo/endo selectivity in 1,3-dipolar cycloadditions. In YoungChem 2004, Book of Abstracts. Warsaw, Poland: Warsaw University of Technology, 2004, p. 67-67.
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Basic information
Original name Effect of CH/pi interaction on exo/endo selectivity in 1,3-dipolar cycloadditions
Name in Czech Effect of CH/pi interaction on exo/endo selectivity in 1,3-dipolar cycloadditions
Authors MELŠA, Petr (203 Czech Republic), Michal ČAJAN (203 Czech Republic) and Ctibor MAZAL (203 Czech Republic, guarantor).
Edition Warsaw, Poland, YoungChem 2004, Book of Abstracts, p. 67-67, 1 pp. 2004.
Publisher Warsaw University of Technology
Other information
Original language English
Type of outcome Proceedings paper
Field of Study 10401 Organic chemistry
Country of publisher Poland
Confidentiality degree is not subject to a state or trade secret
WWW URL
RIV identification code RIV/00216224:14310/04:00010969
Organization unit Faculty of Science
Keywords in English 1;3-dipolar cycloaddition; methylene lactones
Tags 1, 3-dipolar cycloaddition, methylene lactones
Changed by Changed by: doc. RNDr. Ctibor Mazal, CSc., učo 22. Changed: 11/2/2005 14:40.
Abstract
In order to prove our assumption about the role of CH/pi interaction in preferential formation of exo-isomers, we varied proton affinity of the aromatic ring of 1,3-dipolar nitril ylide reagent introducing para-substituents. Indeed the reactions of 1a with such substituted nitrile ylides yielding mixtures of diastereomers exo-2 and endo-2 showed that the amounts of endo-adducts increased with increasing electron withdrawing character of the substituents Z.
Abstract (in Czech)
In order to prove our assumption about the role of CH/pi interaction in preferential formation of exo-isomers, we varied proton affinity of the aromatic ring of 1,3-dipolar nitril ylide reagent introducing para-substituents. Indeed the reactions of 1a with such substituted nitrile ylides yielding mixtures of diastereomers exo-2 and endo-2 showed that the amounts of endo-adducts increased with increasing electron withdrawing character of the substituents Z.
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MSM 143100011, plan (intention)Name: Struktura a vazebné poměry, vlastnosti a analýza syntetických a přírodních molekulových ansamblů
Investor: Ministry of Education, Youth and Sports of the CR, Structure and character of bonding, properties and analysis of synthetic and natural molecular ensembles
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