Journal of the American Chemical Society
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(12) Cossy, J. In Comprehensive organic functional group trans-
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(14) For a seminal work: Burkhart, G.; Hoberg, G. Angew.
Chem. Int. Ed. 1982, 21, 76.
Supporting Information. Experimental procedures, crysꢀ
tallographic data and spectral data. This material is availaꢀ
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AUTHOR INFORMATION
Corresponding Author
* rmartinromo@iciq.es
(15) See Supporting Information for details
Author Contribution
‡ M. G., T. M. and F. J.ꢀH. contributed equally to this work.
9
(16) The siteꢀselectivity is tentatively attributed to a hydrometꢀ
alation scenario that locates the nickel catalyst at the most
stable benzylic position (see ref. 13). This notion gains creꢀ
dence by the selective deuterium incorporation at the homoꢀ
benzylic position when using D2O. See ref. 15.
(17) For a seminal study on the use of Mn in Niꢀcatalyzed reducꢀ
tive coupling reactions, see: Everson, D. A.; Shrestha, R.;
Weix, D. J. J. Am. Chem. Soc. 2010, 132, 920.
(18) (a) Van Gemmeren, M.; Börjesson, M.; Tortajada, A.; Sun,
S. –Z.; Okura, K.; Martin, R. Angew. Chem. Int. Ed. 2017,
56, 6558. (b) Wang, X.; Nakajima, M.; Serrano, E.; Martin,
R. J. Am. Chem. Soc. 2016, 138, 15531. (c) Borjesson, M.;
Moragas, T.; Martin R. J. Am. Chem. Soc. 2016, 138, 7504.
(d) Serrano, E.; Martin, R. Angew. Chem. Int. Ed. 2016, 55,
11207. (e) Moragas, T.; Gaydou, M.; Martin, R. Angew.
Chem. Int. Ed. 2016, 55, 5053. (f) Moragas, T.; Cornella, J.;
Martin, R. J. Am. Chem. Soc. 2014, 136, 17702.
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Funding Sources
No competing financial interests have been declared.
ACKNOWLEDGMENT
We thank ICIQ, European Research Council (ERCꢀ277883
& ERCꢀ2015ꢀPoCꢀ713577), MINECO (CTQ2015ꢀ65496ꢀR
& Severo Ochoa Accreditation SEVꢀ2013ꢀ0319) and Celꢀ
lex Foundation for support. We also thank E. Escudero/E.
Martin for Xꢀray crystallographic data.
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