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 | |
| Publication status | Published - Feb 2014 |
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Keywords
- Anions
- Charge transfer
- Luminescence
- Peroxides
- Reaction mechanisms
- Reactive intermediates
ASJC Scopus subject areas
- Organic Chemistry
- Physical and Theoretical Chemistry
Cite this
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, 02.2014, p. 1212-1219.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - The chemiexcitation of the chemiluminescence of lophine peroxide anions via a partially cyclic transition state
AU - Lu, Gonghao
AU - Wada, Jun
AU - Kimoto, Takashi
AU - Iga, Hiroshi
AU - Nishigawa, Hideki
AU - Kimura, Masaru
AU - Hu, Zhizhi
PY - 2014/2
Y1 - 2014/2
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.
KW - Anions
KW - Charge transfer
KW - Luminescence
KW - Peroxides
KW - Reaction mechanisms
KW - Reactive intermediates
UR - http://www.scopus.com/inward/record.url?scp=84893841801&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84893841801&partnerID=8YFLogxK
U2 - 10.1002/ejoc.201300976
DO - 10.1002/ejoc.201300976
M3 - Article
AN - SCOPUS:84893841801
VL - 2014
SP - 1212
EP - 1219
JO - Annalen der Pharmacie
JF - Annalen der Pharmacie
SN - 0075-4617
IS - 6
ER -