Communication
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t
organic photoredox catalyst, 1,4-bis{(p- Bu-phenyl)(phenyl)amino}
naphthalene, serves as a good photocatalyst, leading to opera-
tionally easy synthesis of b-monofluoroketone derivatives. LFP
studies strongly support efficient electron transfer from the short-
lived excited photocatalyst to the sulfoximine-based fluoroalkylating
reagent. Further development of reactions triggered by generation of
a-monofluoroalkyl radicals is ongoing in our laboratory.
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Dedicated to all doctors, nurses, and researchers who are
fighting against the COVID-19 pandemic. The financial support
from the JSPS (KAKENHI Grants 19H02711 and 16H06038), JST
CREST (Grant Number JPMJCR18R4), and Naito Foundation
are gratefully acknowledged. This work was performed under
the Cooperative Research Program of the ‘‘Network Joint
Research Center for Materials and Devices’’.
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(
1
4
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t
‡
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t
§
(
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t
1
1 Photo- and electro-chemical properties of 2 Bu-BDN were similar
to those of the previously reported BDN and 4 Bu-BDN (Eox* = ca.
(
t
H. Nakamura, B. K. Peters, S. H. Reisberg, C. Li, L. Chen,
T. Hoshikawa, T. Shibuguchi and P. S. Baran, Synlett, 2019,
ꢀ2.4 V,F
F
40.99,t = ca.10 ns). Therefore, enhancement of the
1
178–1182.
activity is considered to be derived from other factors such as
t
3
Most of monofluoroalkylation reactions deal with introduction of
a-monofluorinated alkanoyl[–CHF(CQO)R] or a-monofluorinated
stability and solubility. For the detailed data for 2 Bu-BDN, see
the ESI.† For the detailed data of BDN and 4 Bu-BDN, see ref. 8.
t
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2612 | Chem. Commun., 2021, 57, 2609ꢀ2612
This journal is The Royal Society of Chemistry 2021