Chemiluminescence during the decomposition of dispiro(adamantane-1,2-dioxetane) cocrystallized with Eu(fod)3 induced by mechanical destruction of crystals
V. P. Kazakov, V. A. Antipin, A. I. Voloshin
Sep 1, 1995
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2
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Journal
Russian Chemical Bulletin
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Key Takeaway Key Takeaway: Mechanical impact on cocrystallized dioxetane and Eu(fod)3-coated dispiro(adamantane-1,2-dioxetane) leads to chemiluminescence, predominantly in the red spectral region, with Eu(sup
Abstract
It is known that decomposition of 1,2-dioxetanes into two carbonyl fragments results in formation of electron-excited states and is accompanied by chemiluminescence (CL). The strained and twisted peroxide dioxetane cycle is sensitive to effects originating, e.g., from coordination with lanthanide ions or adsorption on the surface, which accelerate the decomposition of the peroxide. It has previously been shown that coordination of the O-O bond in dispiro(adamantane-1,2-dioxetane) with Eu(fod){sub 3} (where {open_quotes}fod{close_quotes} is 1,1,1,2,2,3,3-hepta-fluoro-7,7-dimethyl-4,6-octanedione) considerably increases the rate of its decomposition into adamantanone. The authors found that mechanical impact (time of dynamic contact: 1.5-2.5 ms; time of static contact: 0.3{+-}0.05 s; impulse: 5{center_dot}10{sup 2} g cm s{sup -1}) on cocrystallized dioxetane and Eu(fod){sub 3} (molar ratio 1:1) is accompanied by light emission in the form of damping, randomly distributed pulses, analogous to those observed during crystalloluminescence. The emission is predominantly observed in the red spectral region (recording through an OS-14 light filter, {lambda} > 550 nm). This implies that Eu{sup III} serves as the emitter.