《Boron-enabled geometric isomerization of alkenes via selective energy-transfer catalysis》 was published in Science (Washington, DC, United States) in 2020. These research results belong to Molloy, John J.; Schaefer, Michael; Wienhold, Max; Morack, Tobias; Daniliuc, Constantin G.; Gilmour, Ryan. Quality Control of Bis[(pinacolato)boryl]methane The article mentions the following:
Isomerization-based strategies to enable the stereodivergent construction of complex polyenes from geometrically defined alkene linchpins remain conspicuously underdeveloped. Mitigating the thermodn. constraints inherent to isomerization is further frustrated by the considerations of atom efficiency in idealized low-mol. weight precursors. In this work, it is reported a general ambiphilic C3 scaffold that can be isomerized and bidirectionally extended. Predicated on highly efficient triplet energy transfer, the selective isomerization of β-borylacrylates is contingent on the participation of the boron p orbital in the substrate chromophore. Rotation of the C(sp2)-B bond by 90° in the product renders re-excitation inefficient and endows directionality. This subtle stereoelectronic gating mechanism enables the stereocontrolled syntheses of well-defined retinoic acid derivatives In the experiment, the researchers used Bis[(pinacolato)boryl]methane(cas: 78782-17-9Quality Control of Bis[(pinacolato)boryl]methane)
Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds. Organoboron compounds have been a cornerstone of synthetic transformations for decades. Areas such as boron-containing catalysts, metalate chemistry, photoredox methods, and boryl anions have brought significant new developments in understanding and provided new reactivity upon.Quality Control of Bis[(pinacolato)boryl]methane
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts