Journal of the American Chemical Society
Communication
(11) The majority of these examples involve either unusual silyl
electrophiles or sterically nondemanding nucleophiles; see: (a) Som-
mer, L. H.; Kerr, G. T.; Whitmore, F. C. J. Am. Chem. Soc. 1948, 70,
445−447. (b) Eisch, J. J.; Gupta, G. J. Organomet. Chem. 1979, 168,
139−157. (c) Brefort, J. L.; Corriu, R. J. P.; Guerin, C.; Henner, B. J.
L.; Wong Chi Man, W. W. C. Organometallics 1990, 9, 2080−2085.
(d) Kang, K.-T.; Yoon, U. C.; Seo, H. C.; Kim, K. N.; Song, H. Y.; Lee,
J. C. Bull. Korean Chem. Soc. 1991, 12, 57−60. (e) Itami, K.; Terakawa,
K.; Yoshida, J.-i.; Kajimoto, O. J. Am. Chem. Soc. 2003, 125, 6058−
6059.
AUTHOR INFORMATION
Corresponding Author
ORCID
■
Author Contributions
‡A.P.C. and B.V. contributed equally to this work.
Notes
(12) (a) Xue, W.; Qu, Z.-W.; Grimme, S.; Oestreich, M. J. Am. Chem.
Soc. 2016, 138, 14222−14225. (b) Scharfbier, J.; Oestreich, M. Synlett
2016, 27, 1274−1276.
The authors declare the following competing financial
interest(s): UD has obtained a provisional patent related to
this methodology.
(13) (a) McAtee, J. R.; Martin, S. E. S.; Ahneman, D. T.; Johnson, K.
A.; Watson, D. A. Angew. Chem., Int. Ed. 2012, 51, 3663−3667.
(b) Martin, S. E. S.; Watson, D. A. J. Am. Chem. Soc. 2013, 135,
13330−13333. (c) McAtee, J. R.; Martin, S. E. S.; Cinderella, A. P.;
Reid, W. B.; Johnson, K. A.; Watson, D. A. Tetrahedron 2014, 70,
4250−4256. (d) McAtee, J. R.; Yap, G. P. A.; Watson, D. A. J. Am.
Chem. Soc. 2014, 136, 10166−10172. (e) McAtee, J. R.; Krause, S. B.;
Watson, D. A. Adv. Synth. Catal. 2015, 357, 2317−2321.
(14) (a) Wang, Z. Negishi Cross-Coupling. In Comprehensive Organic
Name Reactions and Reagents; John Wiley & Sons, Inc.: 2010. (b) Haas,
D.; Hammann, J. M.; Greiner, R.; Knochel, P. ACS Catal. 2016, 6,
1540−1552.
ACKNOWLEDGMENTS
■
The University of Delaware, the National Science Foundation
(CAREER CHE-1254360), the Delaware Economic Develop-
ment Office (Grant 16A00384), Gelest, Inc. (Topper Grant
Program), and the Research Corp. Cottrell Scholars Program
are gratefully acknowledged for support. Data were acquired
at UD on instruments obtained with the assistance of NSF
and NIH funding (NSF CHE0421224, CHE0840401,
CHE1229234, CHE1048367; NIH S10 OD016267-01, S10
RR026962-01, P20GM104316, P30GM110758).
́
(15) (a) Cardenas, D. J. Angew. Chem., Int. Ed. 2003, 42, 384−387.
(b) Dreher, S. D.; Dormer, P. G.; Sandrock, D. L.; Molander, G. A. J.
Am. Chem. Soc. 2008, 130, 9257−9259. (c) Han, C.; Buchwald, S. L. J.
Am. Chem. Soc. 2009, 131, 7532−7533. (d) Joshi-Pangu, A.; Ganesh,
M.; Biscoe, M. R. Org. Lett. 2011, 13, 1218−1221. (e) Li, L.; Zhao, S.;
Joshi-Pangu, A.; Diane, M.; Biscoe, M. R. J. Am. Chem. Soc. 2014, 136,
14027−14030.
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