TY - JOUR
T1 - Molecular AND and INHIBIT gates based on control of porphyrin fluorescence by photochromes
AU - Straight, Stephen D.
AU - Andréasson, Joakim
AU - Kodis, Gerdenis
AU - Bandyopadhyay, Subhajit
AU - Mitchell, Reginald H.
AU - Moore, Thomas
AU - Moore, Ana
AU - Gust, Devens
PY - 2005/7/6
Y1 - 2005/7/6
N2 - A molecular triad consisting of a porphyrin (P) covalently linked to two photochromes-one from the dihydroindolizine family (DHI) and one from the dihydropyrene family (DHP)-has been synthesized and found to act as either a molecular AND logic gate or an INHIBIT gate, depending on the inputs and initial state of the photochromes. The basis of these functions is quenching of porphyrin fluorescence (output of the gates) by the photochromes. The spiro form of DHI does not quench porphyrin fluorescence, whereas its betaine isomer strongly quenches by photoinduced electron transfer. DHP also quenches porphyrin fluorescence, but its cyclophanediene isomer does not. The triad has been designed using suitable energetics and electronic interactions, so that although these quenching phenomena may be observed, independent isomerization of the attached photochromes still occurs. This makes it possible to switch porphyrin fluorescence on or off by isomerization of the photochromes using various combinations of inputs such as UV light, red light, and heat.
AB - A molecular triad consisting of a porphyrin (P) covalently linked to two photochromes-one from the dihydroindolizine family (DHI) and one from the dihydropyrene family (DHP)-has been synthesized and found to act as either a molecular AND logic gate or an INHIBIT gate, depending on the inputs and initial state of the photochromes. The basis of these functions is quenching of porphyrin fluorescence (output of the gates) by the photochromes. The spiro form of DHI does not quench porphyrin fluorescence, whereas its betaine isomer strongly quenches by photoinduced electron transfer. DHP also quenches porphyrin fluorescence, but its cyclophanediene isomer does not. The triad has been designed using suitable energetics and electronic interactions, so that although these quenching phenomena may be observed, independent isomerization of the attached photochromes still occurs. This makes it possible to switch porphyrin fluorescence on or off by isomerization of the photochromes using various combinations of inputs such as UV light, red light, and heat.
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U2 - 10.1021/ja051218u
DO - 10.1021/ja051218u
M3 - Article
C2 - 15984867
AN - SCOPUS:21644466236
SN - 0002-7863
VL - 127
SP - 9403
EP - 9409
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 26
ER -