Synthesis and photorearrangement of furanone diarylethenes with an additional π-system Full article
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Tetrahedron Letters
ISSN: 0040-4039 , E-ISSN: 1873-3581 |
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| Output data | Year: 2020, Volume: 61, Number: 34, Article number : 152277, Pages count : DOI: 10.1016/j.tetlet.2020.152277 | ||
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Abstract:
In recent years, the synthetic potential of the photorearrangement of diarylethenes leading to naphthalene and phenanthrene derivatives via a cascade process of photocyclization/[1,9]-H shift has been demonstrated. In this work, the influence of various substituents on the efficiency of the photorearrangement of diarylethenes (DAEs) of the furanone series containing an additional π-system has been explored. It was found that electron-withdrawing substituents contribute only to the photocyclization process, while electron-donating groups (methoxy or dialkylamino groups) lead to E/Z-isomerization. However, in the case of dialkylamino substituted diarylethenes, the addition of a strong Brønsted acid promotes the photorearrangement, but prevents E/Z isomerization.
Cite:
Zakharov A.V.
, Mitina E.A.
, Shirinian V.Z.
Synthesis and photorearrangement of furanone diarylethenes with an additional π-system
Tetrahedron Letters. 2020. V.61. N34. 152277 . DOI: 10.1016/j.tetlet.2020.152277 WOS Scopus OpenAlex
Synthesis and photorearrangement of furanone diarylethenes with an additional π-system
Tetrahedron Letters. 2020. V.61. N34. 152277 . DOI: 10.1016/j.tetlet.2020.152277 WOS Scopus OpenAlex
Identifiers:
| Web of science: | WOS:000557904100010 |
| Scopus: | 2-s2.0-85088951054 |
| OpenAlex: | W3044351182 |