Synthesis and photochemistry of new chiral keto[3,3]cyclophanes

Abstract We have prepared racemates of two new chiral keto[3,3]paracyclophanes and one keto[3,3]metacyclophane by irradiation of the corresponding phenacyl benzoates tethered with a phenol moiety via conformational preorganization enabled by intramolecular charge transfer complex. Their structural properties have been analyzed by X‐ray crystallography. The photochemistry of the new cyclophanes has also been examined, in which the beta CO bond cleavage is the major reaction pathway.

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Publication Details

Journal
Bulletin of the Korean Chemical Society
Published
2025-09-30
DOI
https://doi.org/10.1002/bkcs.70068
Primary Topic
Porphyrin and Phthalocyanine Chemistry
Type
article
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article

Synthesis and photochemistry of new chiral keto[3,3]cyclophanes

Ho Suk Shin, Bong Ser Park
Bulletin of the Korean Chemical Society
Porphyrin and Phthalocyanine Chemistry
article

Synthesis and photochemistry of new chiral keto[3,3]cyclophanes

Ho Suk Shin, Bong Ser Park
article en

Abstract

Abstract We have prepared racemates of two new chiral keto[3,3]paracyclophanes and one keto[3,3]metacyclophane by irradiation of the corresponding phenacyl benzoates tethered with a phenol moiety via conformational preorganization enabled by intramolecular charge transfer complex. Their structural properties have been analyzed by X‐ray crystallography. The photochemistry of the new cyclophanes has also been examined, in which the beta CO bond cleavage is the major reaction pathway.

Bulletin of the Korean Chemical SocietyVol. 46(10)
Dongguk University (KR)
Openalex Percentile: Top 79%
Porphyrin and Phthalocyanine Chemistry
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