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ARTICLE
Journal Name
Zhou, J. Am. Chem. Soc., 2010, 132, 16374-16376.
In conclusion, catalysts containing linear polyethyleneoxy
chains as regulation sites and oxazoline units as coordinating
groups for copper centres have been designed, prepared and
characterised. These supramolecular copper complexes have
found application in the catalysed insertion of copper
carbenoids into the O–H groups of an array of structurally
diverse alcohols to afford synthetically useful α-alkyl/aryl-α-
alkoxy/aryloxy derivatives in yields ranging from 41% to 99%
(seventeen examples). Our regulation approach, which
consists of screening a set of regulation agents to obtain the
highest yield for the substrate of interest, has been
demonstrated. The rapid tailoring of the catalyst system to
each substrate has been achieved and the practicality of this
transformation has been expanded by preparing advanced
synthetic intermediates of relevant APIs.
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DOI: 10.1039/D0CC00224K
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11 It has been reported that bisoxazoline ligands are optimal
for metal carbenoid insertions into O–H bonds (see ref. 3)
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12 For other examples of supramolecular bisoxazoline
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13 For the preparation of alkali metal BArF salts, see: L.
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14 See Supporting Information for more details.
15 NMR titration data was analysed by using Specfit software
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17 The rationale for this ratio of copper precursor, ligand and
RA was to ensure efficient formation of the
supramolecular copper complex with no copper centres
remaining uncoordinated to the ligand and with ligand
being fully bound to the RA.
Conflicts of interest
There are no conflicts to declare.
Acknowledgements
The authors thank MINECO (CTQ2017-89814-P) and the ICIQ
Foundation for the financial support. E.I. thanks MINECO for a
FPI pre-doctoral fellowship (BES-2015-074962). Dr. J. Benet-
Buchholz is acknowledged for the X-ray crystallographic data.
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4 | J. Name., 2012, 00, 1-3
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