1988
DOI: 10.1021/ja00215a067
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Electron-transfer reactions in cyanine borate ion pairs: photopolymerization initiators sensitive to visible light

Abstract: In summary, the results presented here demonstrate the remarkable catalytic effect that one-electron oxidation can have on the rearrangement of vinylcyclopropanes to cyclopentenes. Acknowledgment.

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Cited by 206 publications
(128 citation statements)
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“…This observation shows that the light intensity has no effect on the quantum yield of free radical formation / [41] and suggests that the polymerization follows a typical radical chain mechanism with second-order termination [35]. It is well-known that the alkyl radical formed from borate salts as a results of the electron transfer from borate anion to the excited state of sensitizer leading to boranyl radical followed by its decomposition initiates radical polymerization of acrylates [42,43]. To study the photochemical process that occurs in the excited state of the difluoroboranyl complexes, the nanosecond laser flash photolysis was used.…”
Section: Resultsmentioning
confidence: 94%
“…This observation shows that the light intensity has no effect on the quantum yield of free radical formation / [41] and suggests that the polymerization follows a typical radical chain mechanism with second-order termination [35]. It is well-known that the alkyl radical formed from borate salts as a results of the electron transfer from borate anion to the excited state of sensitizer leading to boranyl radical followed by its decomposition initiates radical polymerization of acrylates [42,43]. To study the photochemical process that occurs in the excited state of the difluoroboranyl complexes, the nanosecond laser flash photolysis was used.…”
Section: Resultsmentioning
confidence: 94%
“…The work of Schuster and co-workers [19,20] on the photochemistry of cyanine borates led to the preparation of the color-tunable, operating in the visible region commercial photoinitiators [21]. This research group discovered that, photolysis of 1,4-dicyanonaphthalene containing an alkyltriphenylborate leads to one electron oxidation of alkyltriphenylborate salts yielding an alkyltriphenylboranyl radical that undergoes carbonboron bond cleavage and the formation of free radicals [22].…”
Section: Polymethine Dyes As Sensitizer In Photoinitiating Systemmentioning
confidence: 99%
“…Efficient single electron transfer from the borate anion to the excited cyanine sensitiser is known to generate the cyanine radical and the butyl radical, along with phenyl borane [13][14][15] . The butyl radical species are then able to initiate chain 5 polymerisation.…”
Section: Herementioning
confidence: 99%