The chemiexcitation of the chemiluminescence of lophine peroxide anions via a partially cyclic transition state

Gonghao Lu; Jun Wada; Takashi Kimoto; Hiroshi Iga; Hideki Nishigawa; Masaru Kimura; Zhizhi Hu

doi:10.1002/ejoc.201300976

The chemiexcitation of the chemiluminescence of lophine peroxide anions via a partially cyclic transition state

Gonghao Lu, Jun Wada, Takashi Kimoto, Hiroshi Iga, Hideki Nishigawa, Masaru Kimura, Zhizhi Hu

Research output: Contribution to journal › Article › peer-review

6 Citations (Scopus)

Abstract

It was shown that acyclic intermediates play a role in the chemiexcitation of the chemiluminescence (CL) of lophine peroxides in addition to the dioxetane intermediates. Because the CL efficiencies of position-isomers (R)-9 and (R)-10, which theoretically give the common dioxetane intermediate, were different, the different CL efficiencies are attributable to the CL mechanism involving a partially cyclic transition structure at the chemiexcitation step. The study of isomeric 2-phenyl-4-p-X-phenyl-5-p-Y-phenyl-4-silylated peroxy-isoimidazals [(R)-9: X = CF₃, Y = F and (R)-10: X = F, Y = CF₃] confirmed the existence of lophine peroxide anion intermediates in the chemiluminescence of lophine peroxides in addition to the dioxetane intermediates.

Original language	English
Pages (from-to)	1212-1219
Number of pages	8
Journal	European Journal of Organic Chemistry
Volume	2014
Issue number	6
DOIs	https://doi.org/10.1002/ejoc.201300976
Publication status	Published - Feb 1 2014

Keywords

Anions
Charge transfer
Luminescence
Peroxides
Reaction mechanisms
Reactive intermediates

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry

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The chemiexcitation of the chemiluminescence of lophine peroxide anions via a partially cyclic transition state. / Lu, Gonghao; Wada, Jun; Kimoto, Takashi; Iga, Hiroshi; Nishigawa, Hideki; Kimura, Masaru; Hu, Zhizhi.

In: European Journal of Organic Chemistry, Vol. 2014, No. 6, 01.02.2014, p. 1212-1219.

Research output: Contribution to journal › Article › peer-review

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abstract = "It was shown that acyclic intermediates play a role in the chemiexcitation of the chemiluminescence (CL) of lophine peroxides in addition to the dioxetane intermediates. Because the CL efficiencies of position-isomers (R)-9 and (R)-10, which theoretically give the common dioxetane intermediate, were different, the different CL efficiencies are attributable to the CL mechanism involving a partially cyclic transition structure at the chemiexcitation step. The study of isomeric 2-phenyl-4-p-X-phenyl-5-p-Y-phenyl-4-silylated peroxy-isoimidazals [(R)-9: X = CF3, Y = F and (R)-10: X = F, Y = CF3] confirmed the existence of lophine peroxide anion intermediates in the chemiluminescence of lophine peroxides in addition to the dioxetane intermediates.",

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AU - Nishigawa, Hideki

AU - Kimura, Masaru

AU - Hu, Zhizhi

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N2 - It was shown that acyclic intermediates play a role in the chemiexcitation of the chemiluminescence (CL) of lophine peroxides in addition to the dioxetane intermediates. Because the CL efficiencies of position-isomers (R)-9 and (R)-10, which theoretically give the common dioxetane intermediate, were different, the different CL efficiencies are attributable to the CL mechanism involving a partially cyclic transition structure at the chemiexcitation step. The study of isomeric 2-phenyl-4-p-X-phenyl-5-p-Y-phenyl-4-silylated peroxy-isoimidazals [(R)-9: X = CF3, Y = F and (R)-10: X = F, Y = CF3] confirmed the existence of lophine peroxide anion intermediates in the chemiluminescence of lophine peroxides in addition to the dioxetane intermediates.

AB - It was shown that acyclic intermediates play a role in the chemiexcitation of the chemiluminescence (CL) of lophine peroxides in addition to the dioxetane intermediates. Because the CL efficiencies of position-isomers (R)-9 and (R)-10, which theoretically give the common dioxetane intermediate, were different, the different CL efficiencies are attributable to the CL mechanism involving a partially cyclic transition structure at the chemiexcitation step. The study of isomeric 2-phenyl-4-p-X-phenyl-5-p-Y-phenyl-4-silylated peroxy-isoimidazals [(R)-9: X = CF3, Y = F and (R)-10: X = F, Y = CF3] confirmed the existence of lophine peroxide anion intermediates in the chemiluminescence of lophine peroxides in addition to the dioxetane intermediates.

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The chemiexcitation of the chemiluminescence of lophine peroxide anions via a partially cyclic transition state

Abstract

Keywords

ASJC Scopus subject areas

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