The photochemistry of several photochromic arene [e]-annelated dimethyldihydropyrenes (DHPs) was studied. These compounds have much larger photochemical ring opening quantum yields than the simple DHPs, making them potentially more useful as building blocks for photoswitchable materials.
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Mechanistic studies on the photochromism of [e]-annelated dimethyldihydropyrenes.
Photochem Photobiol Sci
February 2003
University of Victoria, Department of Chemistry, PO Box 3065, Victoria, B.C., Canada, V8W 3V6.
The photochemistry of several photochromic arene [e]-annelated dimethyldihydropyrenes (DHPs) was studied. These compounds have much larger photochemical ring opening quantum yields than the simple DHPs, making them potentially more useful as building blocks for photoswitchable materials.
View Article and Find Full Text PDFSynthesis and photochromic properties of molecules containing [e]-annelated dihydropyrenes. Two and three way pi-switches based on the dimethyldihydropyrene-metacyclophanediene valence isomerization.
J Am Chem Soc
March 2003
Department of Chemistry, University of Victoria, P.O. Box 3065, Victoria, British Columbia, Canada V8W 3V6.
The syntheses of several new simple negative, a simple positive, and multiple negative photochromes containing the dihydropyrene-cyclophanediene photochromic system are described. The photo-openings of the negative photochromes, the [e]-annelated benzo (7), naphtho (9), anthro (11), furano (19), and triphenyleno (15) derivatives of the parent 2,7-di-tert-butyl-trans-10b,10c-dimethyl-dihydropyrene (5), as well as its 4,5-dibromo derivative (13), are described to give the corresponding cyclophanedienes, as well as their photoclosures and thermal closures back to the dihydropyrenes. These are compared to the results obtained for the positive photochrome dibenzo[e,l]dihydropyrene (21) and to the bis(dihydropyreno)chrysene (44) and the (dihydropyrenobenzo)(benzo)metacyclophanediene (47) photochromes, which have more than one photochromic switch present and thus have more than a simple "on-off" state.
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