Preparation of 3-(9-Anthryl)acrylates and 9-Aroylethenylanthracenes as Pi-Extended Anthracenes and Their Diels-Alder Type Adducts with Electron-Poor Dienophiles

(E)-3-(9-Anthryl)acrylates and (E)-9-aroylethenylanthracenes have been prepared by solventless Wittig olefination with conjugated phosphoranes. The (E)-3-(9-anthryl)acrylates were brominated to give (E)-3[10-{9-bromoanthryl}]acrylates, which could be subjected to Suzuki reactions with arylboronic ac...

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Bibliographic Details
Published in:	Polycyclic aromatic compounds Vol. 37; no. 2-3; pp. 148 - 160
Main Authors:	Sadeq, Hasnaa, Thiemann, Thies, Graham, John P., al Jasem, Yosef, Bugenhagen, Bernhard, Al-Rawashdeh, Nathir, al Sulaibi, Mazen
Format:	Journal Article
Language:	English
Published:	Philadelphia Taylor & Francis 27-05-2017 Taylor & Francis Ltd
Subjects:	Acrylates Adducts Anthracenes Aromatic compounds Bromination Chemical reactions Diels-Alder reactions pi-extended systems Polycyclic aromatic hydrocarbons solventless Diels-Alder reaction solventless Wittig olefination Suzuki-Miyaura cross-coupling
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Summary:	(E)-3-(9-Anthryl)acrylates and (E)-9-aroylethenylanthracenes have been prepared by solventless Wittig olefination with conjugated phosphoranes. The (E)-3-(9-anthryl)acrylates were brominated to give (E)-3[10-{9-bromoanthryl}]acrylates, which could be subjected to Suzuki reactions with arylboronic acids to produce (E)-3-[10-{9-arylanthryl}]acrylates as pi-extended systems. The compounds thus prepared were subjected to Diels-Alder reactions, partly under solventless conditions.
Bibliography:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	1040-6638 1563-5333
DOI:	10.1080/10406638.2016.1220962