2019
DOI: 10.1126/sciadv.aav4806
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Ultrafast photoactivation of C─H bonds inside water-soluble nanocages

Abstract: Catalytic oxidation of nanoconfined benzylic C─H bonds by light, water, and O2.

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Cited by 45 publications
(52 citation statements)
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“…14b). 51 Upon illumination, a series of electron-rich alkyl-aromatic hydrocarbons, such as 9-methylanthracene ( 41), 1methylnaphthalene (42), and toluene (43), encapsulated in cage 39b were found to be readily converted to the corresponding neutral benzyl radicals via a water-assisted proton-coupled electron transfer (PCET) process, and thus activated their C-H bonds. Subsequently, the photogenerated long-lived benzyl radical within 39b reacted with O 2 to give the oxidized product.…”
Section: Radical-catalyzed Reactionsmentioning
confidence: 99%
“…14b). 51 Upon illumination, a series of electron-rich alkyl-aromatic hydrocarbons, such as 9-methylanthracene ( 41), 1methylnaphthalene (42), and toluene (43), encapsulated in cage 39b were found to be readily converted to the corresponding neutral benzyl radicals via a water-assisted proton-coupled electron transfer (PCET) process, and thus activated their C-H bonds. Subsequently, the photogenerated long-lived benzyl radical within 39b reacted with O 2 to give the oxidized product.…”
Section: Radical-catalyzed Reactionsmentioning
confidence: 99%
“…Some of the transient absorption experiments have been performed in Bhabha Atomic Research Centre [65,66] and Tata Institute of Fundamental Research, Mumbai. [67,68] The femtosecond transient absorption setup has been described elsewhere. [69,70] Briefly, laser pulses with energy of ~4 mJ/pulse, wavelength of 800 nm and full width at half maximum of 70 fs at repetition rate of 1 kHz from a one box amplified laser (Libra, Coherent, USA), is divided into two parts.…”
Section: Instrumentationmentioning
confidence: 99%
“…Later, Dasgupta and co-workers achieved the photo-oxidation of benzyl C–H bonds based on this approach. 21 Under a high pressure of oxygen, a benzyl radical was generated then oxidized to benzaldehyde.…”
Section: Introductionmentioning
confidence: 99%