Abstract
(Chemical Equation Presented) We have designed a molecular switch based on the photoinduced opening and thermal closing of an oxazine ring. Ultraviolet excitation of this molecule induces the cleavage of a [C-O] bond to form a p-nitrophenolate chromophore in less than 10 ns with a quantum yield of ca. 0.1. The photogenerated isomer reverts thermally to the original oxazine within 50 ns. Our photochromic switch survives more than 3000 excitation cycles without decomposing, even in air-saturated solutions.
| Original language | English |
|---|---|
| Pages (from-to) | 1109-1112 |
| Number of pages | 4 |
| Journal | Organic Letters |
| Volume | 7 |
| Issue number | 6 |
| DOIs | |
| State | Published - Mar 17 2005 |
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ASJC Scopus subject areas
- Molecular Medicine
Cite this
A fast and stable photochromic switch based on the opening and closing of an oxazine ring. / Tomasulo, Massimiliano; Sortino, Salvatore; Raymo, Francisco.
In: Organic Letters, Vol. 7, No. 6, 17.03.2005, p. 1109-1112.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - A fast and stable photochromic switch based on the opening and closing of an oxazine ring
AU - Tomasulo, Massimiliano
AU - Sortino, Salvatore
AU - Raymo, Francisco
PY - 2005/3/17
Y1 - 2005/3/17
N2 - (Chemical Equation Presented) We have designed a molecular switch based on the photoinduced opening and thermal closing of an oxazine ring. Ultraviolet excitation of this molecule induces the cleavage of a [C-O] bond to form a p-nitrophenolate chromophore in less than 10 ns with a quantum yield of ca. 0.1. The photogenerated isomer reverts thermally to the original oxazine within 50 ns. Our photochromic switch survives more than 3000 excitation cycles without decomposing, even in air-saturated solutions.
AB - (Chemical Equation Presented) We have designed a molecular switch based on the photoinduced opening and thermal closing of an oxazine ring. Ultraviolet excitation of this molecule induces the cleavage of a [C-O] bond to form a p-nitrophenolate chromophore in less than 10 ns with a quantum yield of ca. 0.1. The photogenerated isomer reverts thermally to the original oxazine within 50 ns. Our photochromic switch survives more than 3000 excitation cycles without decomposing, even in air-saturated solutions.
UR - http://www.scopus.com/inward/record.url?scp=18244374178&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=18244374178&partnerID=8YFLogxK
U2 - 10.1021/ol050045a
DO - 10.1021/ol050045a
M3 - Article
C2 - 15760151
AN - SCOPUS:18244374178
VL - 7
SP - 1109
EP - 1112
JO - Organic Letters
JF - Organic Letters
SN - 1523-7060
IS - 6
ER -