6533b7d1fe1ef96bd125d66e
RESEARCH PRODUCT
Synthesis of silacyclopent-2-en-4-ols via intramolecular [2 + 2] photocycloaddition of benzoyl(allyl)silanes
Carlos A. M. AfonsoArto ValkonenNuno R. CandeiasJoão R. Valesubject
Organic electronicsOlefin fiberSilanes010405 organic chemistryOrganic Chemistry116 Chemical sciencesRegioselectivity010402 general chemistry01 natural sciencesCombinatorial chemistry0104 chemical scienceschemistry.chemical_compoundchemistryIntramolecular forceSurface modificationOrganosilicondescription
Organosilicon compounds are versatile units with a wide range of uses from medicinal chemistry to the field of organic electronics. An unprecedented method for the synthesis of novel diaryl-substituted silacyclopentenols via blue-light promoted intramolecular [2 + 2] photocycloaddition of acyl silanes is herein disclosed. Additionally, the present findings demonstrate the influence of the olefin substituents in controlling the regioselectivity of the intramolecular Paterno–Buchi reaction, providing silacycles different from previously reported ones. The high degree of functionalization of these compounds makes them attractive precursors to other synthetically challenging silacyclopentanes.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2019-01-01 |