2020
DOI: 10.3762/bjoc.16.149
|View full text |Cite
|
Sign up to set email alerts
|

Synthesis and highly efficient light-induced rearrangements of diphenylmethylene(2-benzo[b]thienyl)fulgides and fulgimides

Abstract: 2-Benzo[b]thienyl fulgides and fulgimides containing bulky diphenylmethylene substituents were synthesized in the form of their ring-opened E- or Z-isomers. In contrast to the majority of known fulgides/fulgimides, that form colored ring-closed structures under UV irradiation, the obtained compounds undergo an irreversible transformation leading to decoloration of their solutions. This rearrangement with the formation of the dihydronaphthalene core appeared to be by 2–3 orders of magnitude more efficient than … Show more

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
1
1

Citation Types

0
2
0

Year Published

2022
2022
2024
2024

Publication Types

Select...
3
1

Relationship

1
3

Authors

Journals

citations
Cited by 4 publications
(2 citation statements)
references
References 24 publications
0
2
0
Order By: Relevance
“…Although studies on photoacylotropic systems have been carried out for some time [ 14 , 16 ], only within the framework of this work, a method for the preparative synthesis of photoproducts 3a – c under the influence of irradiation was developed. We applied a modified procedure using a Sweko IP65 LED emitter that had been previously developed in our studies for similar tasks [ 30 ]. For this purpose, a suspension of a yellow solid 2a – c in acetonitrile was boiled for 10–15 s and then irradiated with an emitter for 3–5 min.…”
Section: Resultsmentioning
confidence: 99%
“…Although studies on photoacylotropic systems have been carried out for some time [ 14 , 16 ], only within the framework of this work, a method for the preparative synthesis of photoproducts 3a – c under the influence of irradiation was developed. We applied a modified procedure using a Sweko IP65 LED emitter that had been previously developed in our studies for similar tasks [ 30 ]. For this purpose, a suspension of a yellow solid 2a – c in acetonitrile was boiled for 10–15 s and then irradiated with an emitter for 3–5 min.…”
Section: Resultsmentioning
confidence: 99%
“…Different isomers usually present different photochromic properties, making fulgides more promising materials for many application fields. [3][4][5][6][7][8][9][10] Thus, lots of efforts have been devoted to illuminating the photocyclization and photoisomerization reactions of fulgides.…”
Section: Introductionmentioning
confidence: 99%