Structure of the Cycloaddition Products of Pyrido[2,1-a]isoindole with Maleimide Derivatives: X-ray Diffraction Analysis and1H NMR Variable-Temperature Spectra
2001; Wiley; Volume: 2001; Issue: 7 Linguagem: Inglês
10.1002/1099-0690(200104)2001
ISSN1434-193X
AutoresZoia Voïtenko, O.A. Pocholenko, O.O. Chkarov, Олег В. Шишкин, Svitlana V. Shishkina, A. Dall'Ava, Marc Vedrenne, Michel Sanchez, Jean‐Gérard Wolf,
Tópico(s)Axial and Atropisomeric Chirality Synthesis
ResumoEuropean Journal of Organic ChemistryVolume 2001, Issue 7 p. 1401-1405 Full Paper Structure of the Cycloaddition Products of Pyrido[2,1-a]isoindole with Maleimide Derivatives: X-ray Diffraction Analysis and 1H NMR Variable-Temperature Spectra Zoia V. Voitenko, Zoia V. Voitenko University Taras Shevchenko, Vladimirska st 64, 01033 Kiev, UkraineSearch for more papers by this authorOlexander A. Pocholenko, Olexander A. Pocholenko University Taras Shevchenko, Vladimirska st 64, 01033 Kiev, UkraineSearch for more papers by this authorOleg O. Chkarov, Oleg O. Chkarov University Taras Shevchenko, Vladimirska st 64, 01033 Kiev, UkraineSearch for more papers by this authorOleg V. Shishkin, Oleg V. Shishkin Institute for Single Crystals NASU, 60 Lenina ave., 310001 Kharkov, UkraineSearch for more papers by this authorSvetlana V. Shishkina, Svetlana V. Shishkina Institute for Single Crystals NASU, 60 Lenina ave., 310001 Kharkov, UkraineSearch for more papers by this authorAlain Dall’Ava, Alain Dall’Ava Service de RMN, Université Paul Sabatier, 118 route de Narbonne, 31062 Toulouse cedex 4, FranceSearch for more papers by this authorMarc Vedrenne, Marc Vedrenne Service de RMN, Université Paul Sabatier, 118 route de Narbonne, 31062 Toulouse cedex 4, FranceSearch for more papers by this authorMichel Sanchez, Michel Sanchez SPCMIB-UMR 5068, Université Paul Sabatier, 118 route de Narbonne, 31062 Toulouse cedex 4, FranceSearch for more papers by this authorJean-Gérard Wolf, Jean-Gérard Wolf SPCMIB-UMR 5068, Université Paul Sabatier, 118 route de Narbonne, 31062 Toulouse cedex 4, FranceSearch for more papers by this author Zoia V. Voitenko, Zoia V. Voitenko University Taras Shevchenko, Vladimirska st 64, 01033 Kiev, UkraineSearch for more papers by this authorOlexander A. Pocholenko, Olexander A. Pocholenko University Taras Shevchenko, Vladimirska st 64, 01033 Kiev, UkraineSearch for more papers by this authorOleg O. Chkarov, Oleg O. Chkarov University Taras Shevchenko, Vladimirska st 64, 01033 Kiev, UkraineSearch for more papers by this authorOleg V. Shishkin, Oleg V. Shishkin Institute for Single Crystals NASU, 60 Lenina ave., 310001 Kharkov, UkraineSearch for more papers by this authorSvetlana V. Shishkina, Svetlana V. Shishkina Institute for Single Crystals NASU, 60 Lenina ave., 310001 Kharkov, UkraineSearch for more papers by this authorAlain Dall’Ava, Alain Dall’Ava Service de RMN, Université Paul Sabatier, 118 route de Narbonne, 31062 Toulouse cedex 4, FranceSearch for more papers by this authorMarc Vedrenne, Marc Vedrenne Service de RMN, Université Paul Sabatier, 118 route de Narbonne, 31062 Toulouse cedex 4, FranceSearch for more papers by this authorMichel Sanchez, Michel Sanchez SPCMIB-UMR 5068, Université Paul Sabatier, 118 route de Narbonne, 31062 Toulouse cedex 4, FranceSearch for more papers by this authorJean-Gérard Wolf, Jean-Gérard Wolf SPCMIB-UMR 5068, Université Paul Sabatier, 118 route de Narbonne, 31062 Toulouse cedex 4, FranceSearch for more papers by this author First published: 05 March 2001 https://doi.org/10.1002/1099-0690(200104)2001:7 3.0.CO;2-MCitations: 12Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinked InRedditWechat Abstract Investigation of the cycloaddition reaction under thermodynamic control of pyrido[2,1-a]isoindole with maleimide derivatives revealed a new rearrangement leading to 2-{2′-[(1R)2,5-dioxopyrrolidinylidene]-2′-[(1R)-2,5-dioxopyrrolidinyl)methyl]}phenylpyridine. Their structure was confirmed by X-ray diffraction analysis. The atropisomeric properties of the obtained compounds were examined in a detailed NMR spectroscopic study. Dependence of the spectra on temperature was investigated, and coalescence temperatures and conversion barriers between the corresponding atropisomers determined. Citing Literature Volume2001, Issue7April 2001Pages 1401-1405 RelatedInformation
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