Microwave-assisted synthesis of photochromic fulgimides

Journal of Photochemistry and Photobiology A: Chemistry

Volumn 185, Issue 1, 2007, Pages 106-109

  Lee, Wei Woon Wayne ^a,b   Gan, Leong Ming ^b   Loh, Teck Peng ^c  

^a NATIONAL UNIVERSITY OF SINGAPORE   (Singapore)

^b INSTITUTE OF MATERIALS RESEARCH AND ENGINEERING   (Singapore)

^c Nanyang Technological University   (Singapore)

Author keywords

Fulgides; Fulgimides; Microwave; Photochromic; Synthesis

Indexed keywords

EID: 33751197032     PISSN: 10106030     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jphotochem.2006.05.018     Document Type: Article

References (42)

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39. +-CH3]: 506.0789, found: 506.0819.
40. We extended the heating time for the synthesis of the half-amide as the reaction was not completed even after 2-4 h of heating as reported in literature. It was only after refluxing the mixture overnight or up to 24 h were we able to obtain almost complete disappearance of the starting material. Thin layer chromatography (TLC) monitoring was used throughout the reaction. Please refer to supporting information pages S4 and S5 for more experimental details.
41. Microwave reactions were carried out in duplicate in order to ascertain the reproducibility of the reaction. Scale up (5 mmol) of the reaction towards fulgimide 17 also gave yields up to 70%. The microwave oven used was a conventional microwave oven operating with a power range of 1000-1200 W. This is the highest setting for the microwave oven. Although the power cannot be controlled accurately, the timing of the reaction can be controlled using a stop watch and by switching the microwave oven on or off accordingly.
42. ADD Fulgides 18 and 19 were obtained with 41% and 54%, respectively.