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use in other catalytic systems are currently being explored in
our laboratory and will be discussed in due course.
Experimental Section
To an oven dried 8 mL Pyrex screw-top reaction vessel was added
the heteroarene (0.2 mmol, 1.0 equiv.), ROH (2 mmol, 10.0 equiv.),
concentrated HCl (1 mmol, 5 equiv.), [Ir{dF(CF3)ppy}2(dtbbpy)]PF6
(0.01 mmol, 0.05 equiv.), DCE (0.4 mL, 0.5
M). The reaction vessel
was capped, degassed with argon by sparging for 5 minutes (vola-
tile alkyl alcohols were added after sparging), then irradiated with
a blue (465 nm) LED (2–2.4 W) at an approximate distance of
1–5 mm for 24 hours. The resulting mixture was poured into DCM
and extracted with NaOH (1
M) in a separatory funnel, dried with
Na2SO4, filtered, and concentrated in vacuo. The crude mixture was
further purified by flash chromatography (0–100 % EtOAc/hexanes),
where relevant fractions were combined, concentrated, and charac-
terized by proton and carbon NMR (400 and 101 MHz, respectively),
HR-MS, and IR.
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Conflict of Interest
The authors declare no competing financial interest.
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Acknowledgments
We thank the Natural Sciences and Engineering Research Coun-
cil (NSERC) and the University of Ottawa for support of the
described research. M. Z. thanks the government of Ontario for
an OGS M.Sc. scholarship and NSERC for a Ph.D. scholarship
(PGS-D), and T M. thanks NSERC for a Ph.D. scholarship
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Keywords: Photoredox · Photocatalysis · Heterocycles ·
Alkylation · Redox-neutral
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