Photochemical studies on bis-sulfide and -sulfone tethered polyenic derivativesDedicated to Jean-Pierre Desvergne.Electronic supplementary information (ESI) available. CCDC 1535549 (4), 1535551 (5), 1535552 (6), 1535553 (6-O), 1535554 (7-OH) and 1535555 (10). For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7ob00551b
This study focusses on the [2 + 2]-photocycloaddition of a symmetric polyenic system tethered by an aryl bis-sulfide or sulfone platform. Using direct irradiation or photosensitization, no expected ladderane product was isolated. In most cases, only tricyclic products including a single cyclobutane...
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Language | English |
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16.05.2017
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Abstract | This study focusses on the [2 + 2]-photocycloaddition of a symmetric polyenic system tethered by an aryl bis-sulfide or sulfone platform. Using direct irradiation or photosensitization, no expected ladderane product was isolated. In most cases, only tricyclic products including a single cyclobutane moiety were formed. Irradiation of bis-acrylic precursors in water with encapsulation by a host (cyclodextrin or cucurbituril) provided a stereoselective access to valuable cyclobutyl adducts.
This study focusses on the [2 + 2]-photocycloaddition of a symmetric polyenic system tethered by an aryl bis-sulfide or sulfone platform. |
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AbstractList | This study focusses on the [2 + 2]-photocycloaddition of a symmetric polyenic system tethered by an aryl bis-sulfide or sulfone platform. Using direct irradiation or photosensitization, no expected ladderane product was isolated. In most cases, only tricyclic products including a single cyclobutane moiety were formed. Irradiation of bis-acrylic precursors in water with encapsulation by a host (cyclodextrin or cucurbituril) provided a stereoselective access to valuable cyclobutyl adducts.
This study focusses on the [2 + 2]-photocycloaddition of a symmetric polyenic system tethered by an aryl bis-sulfide or sulfone platform. |
Author | Blazejak, Max Guélen, Simon Volatron, François Derenne, Sylvie Fensterbank, Louis Huguet, Arnaud Chamoreau, Lise-Marie Mouriès-Mansuy, Virginie |
AuthorAffiliation | UPMC Univ Paris 06 UMR 7616 Laboratoire de Chimie Théorique CNRS UMR 7619 METIS EPHE Sorbonne Universités UMR 8232 Institut Parisien de Chimie Moléculaire |
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Author_xml | – sequence: 1 givenname: Simon surname: Guélen fullname: Guélen, Simon – sequence: 2 givenname: Max surname: Blazejak fullname: Blazejak, Max – sequence: 3 givenname: Lise-Marie surname: Chamoreau fullname: Chamoreau, Lise-Marie – sequence: 4 givenname: Arnaud surname: Huguet fullname: Huguet, Arnaud – sequence: 5 givenname: Sylvie surname: Derenne fullname: Derenne, Sylvie – sequence: 6 givenname: François surname: Volatron fullname: Volatron, François – sequence: 7 givenname: Virginie surname: Mouriès-Mansuy fullname: Mouriès-Mansuy, Virginie – sequence: 8 givenname: Louis surname: Fensterbank fullname: Fensterbank, Louis |
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ContentType | Journal Article |
DOI | 10.1039/c7ob00551b |
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Notes | Electronic supplementary information (ESI) available. CCDC 1535551 1535553 1535552 1535555 1535554 ( 10.1039/c7ob00551b ) For ESI and crystallographic data in CIF or other electronic format see DOI 4 5 6 7-OH and 6-O Dedicated to Jean-Pierre Desvergne. 1535549 10 |
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References_xml | – issn: 2015 publication-title: The Chemistry of Cyclobutanes Parts 1 & 2 – issn: 2010 publication-title: Handbook of Synthetic Photochemistry – issn: 2016 publication-title: Gaussian 09, Revision A.02 doi: Frisch Trucks Schlegel Scuseria Robb Cheeseman Scalmani Barone Petersson Nakatsuji Li Caricato Marenich Bloino Janesko Gomperts Mennucci Hratchian Ortiz Izmaylov Sonnenberg Williams-young Ding Lipparini Egidi Goings Peng Petrone Henderson Ranasinghe Zakrzewski Gao Rega Zheng Liang Hada Ehara Toyota Fukuda Hasegawa Ishida Nakajima Honda Kitao Nakai Vreven Throssell Montgomery Jr. Peralta Ogliaro Bearpark Heyd Brothers Kudin Staroverov Keith Kobayashi Normand Raghavachari Rendell Burant Iyengar Tomasi Cossi Millam Klene Adamo Cammi Ochterski Martin Morokuma Farkas Foresman Fox – issn: 2009 publication-title: Cubanes, fenestranes, ladderanes, prismanes, staffanes and other oligocyclobutanoids doi: Hopf Liebman Perks |
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Title | Photochemical studies on bis-sulfide and -sulfone tethered polyenic derivativesDedicated to Jean-Pierre Desvergne.Electronic supplementary information (ESI) available. CCDC 1535549 (4), 1535551 (5), 1535552 (6), 1535553 (6-O), 1535554 (7-OH) and 1535555 (10). For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7ob00551b |
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