Two-photon induced uncaging of a reactive intermediate. Multiphoton in situ detection of a potentially valuable label for biological applications.
[reaction: see text] Two-photon induced Wolff rearrangement of a terphenyl diazoketone 1 was achieved by using focused laser pulses of 532 nm from a Q-switched Nd:YAG laser. The nonfluorescent terphenyl diazoketone 1 was transformed into a fluorescent ester derivative 4, which can be detected in situ using the focused laser pulses at 532 nm. Laser power dependence studies show that the Wolff rearrangement is induced by two-photon absorption of the terphenyl diazoketone 1, but suggests that more than two photons of 532 nm are involved (a multiphoton process) in excitation of the ester derivative 4.
Dyer
Joanne
J
Department of Chemistry, Columbia University, New York, New York 10027, USA.
Jockusch
Steffen
S
Balsanek
Vojtech
V
Sames
Dalibor
D
Turro
Nicholas J
NJ
D003978:Diazomethane / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D005456:Fluorescent Dyes / Q000138:chemical synthesis* / Q000737:chemistry; D007834:Lasers; D036641:Microscopy, Fluorescence, Multiphoton / Q000379:methods*; D015394:Molecular Structure
D005456:Fluorescent Dyes; C015795:diazomethyl ketones; D003978:Diazomethane