EventsThe 19th International Electronic Conference on Synthetic Organic Chemistry
Event submissions
Published
with-doi10.3390/ecsoc-19-a037
This submission belongs to the session a. General Organic Synthesis of the event The 19th International Electronic Conference on Synthetic Organic Chemistry
Published date
30 Oct, 2015
Citation
Thies Thiemann, Hasnaa Sadeq, John P Graham, Yosef Al Jasem, Nathir Al-Rawashdeh, Bernhard Bugenhagen, Photochemistry of 9-Vinyl Substituted Anthracenes of Their Reduced Derivatives and of Diels Alder Type Adducts of 9-Vinylanthracenes With Activated Dienophiles, in Proceedings of The 19th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2015, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-19-a037
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Photochemistry of 9-Vinyl Substituted Anthracenes of Their Reduced Derivatives and of Diels Alder Type Adducts of 9-Vinylanthracenes With Activated Dienophiles

Hasnaa Sadeq 1
Thies Thiemann 1
John P Graham 1
Yosef Al Jasem 2
Bernhard Bugenhagen 3
Nathir Al-Rawashdeh 4
1. Department of Chemistry, United Arab Emirates University, Al Ain, UAE
2. Department of Chemical Engineering, UAEU
3. Institute of Inorganic Chemistry, University of Hamburg
4. Department of Applied Chemical Sciences, Jordan University of Science & Technology
Abstract
The photochemistry of the vinyl substituted (E)-3-(anthran-9-yl)propenoates and (E)-9-(aroylethenyl)anthracenes as well of their reduced derivatives has been studied at lambda = 254 nm and at lambda= 352 nm. At lambda = 254 nm and lambda= 352 nm, the 9-vinyl substituted anthracenes undergo E/Z-isomerization, while their reduced derivatives undergo [4+4]-dimerisation reactions at lamda = 352 nm. An X-ray crystal structure shows the [4+4]-photoadducts to be head-to-tail. The photochemistry of cycloadducts of (E)-3-(anthran-9-yl)propenoates and (E)-9-(aroylethenyl)anthracenes with maleimides and other activated dienophiles show a number of reactions, among them retro-cleavage of the cycloadducts to the respective anthracenes.
Keywords
photochemistry
[4+4]-dimerisation
anthracenes
photochemical E/Z isomerisation
Manuscript
Text.pdf
Poster
ECSOC-2015.pdf
ECSOC-2015.pdf
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