The DOI matches its Crossref record; 20 of the 20 references it cites were found in a registry or an index.
Photochemical Nickel-Catalyzed C–H Arylation: Synthetic Scope and Mechanistic Investigations
Open accessAbstract
Abstract An iridium photocatalyst and visible light facilitate a room temperature, nickel-catalyzed coupling of (hetero)aryl bromides with activated α-heterosubstituted or benzylic C(sp3)–H bonds. Mechanistic investigations on this unprecedented transformation have uncovered the possibility of an unexpected mechanism hypothesized to involve a Ni–Br homolysis event from an excited-state nickel complex. The resultant bromine radical is thought to abstract weak C(sp3)–H bonds to generate reactive alkyl radicals that can be engaged in Ni-catalyzed arylation. Evidence suggests that the iridium photocatalyst facilitates nickel excitation and bromine radical generation via triplet–triplet energy transfer.
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Prier, C. K., Rankic, D. A., & MacMillan, D. W. C. (2013) · Chemical Reviews · doi:10.1021/cr300503r · Cited by 9,590
Visible light photoredox catalysis: applications in organic synthesis
Narayanam, J. M. R., & Stephenson, C. R. J. (2011) · Chem. Soc. Rev. · doi:10.1039/b913880n · Cited by 4,161
Palladium(II)‐Catalyzed CH Activation/CC Cross‐Coupling Reactions: Versatility and Practicality
Chen, X., Engle, K. M., Wang, D., & Yu, J. (2009) · Angewandte Chemie International Edition · doi:10.1002/anie.200806273 · Cited by 4,121
Visible light photocatalysis as a greener approach to photochemical synthesis
Yoon, T. P., Ischay, M. A., & Du, J. (2010) · Nature Chemistry · doi:10.1038/nchem.687 · Cited by 2,657
Cho, S. H., Kim, J. Y., Kwak, J., & Chang, S. (2011) · Chemical Society Reviews · doi:10.1039/c1cs15082k · Cited by 2,358
Simmons, E. M., & Hartwig, J. F. (2012) · Angewandte Chemie International Edition · doi:10.1002/anie.201107334 · Cited by 2,136
Palladium- and Copper-Catalyzed Arylation of Carbon−Hydrogen Bonds
Daugulis, O., Do, H.-Q., & Shabashov, D. (2009) · Accounts of Chemical Research · doi:10.1021/ar9000058 · Cited by 1,986
Merging photoredox with nickel catalysis: Coupling of α-carboxyl sp 3 -carbons with aryl halides
Zuo, Z., Ahneman, D. T., Chu, L., Terrett, J. A., Doyle, A. G., & MacMillan, D. W. C. (2014) · Science · doi:10.1126/science.1255525 · Cited by 1,611
Single-electron transmetalation in organoboron cross-coupling by photoredox/nickel dual catalysis
Tellis, J. C., Primer, D. N., & Molander, G. A. (2014) · Science · doi:10.1126/science.1253647 · Cited by 1,281
Self-citationThiyl Radicals in Organic Synthesis
Dénès, F., Pichowicz, M., Povie, G., & Renaud, P. (2014) · Chemical Reviews · doi:10.1021/cr400441m · Cited by 985
Cited by
Triplet Energy Transfer Photocatalysis: Unlocking the Next Level
Strieth-Kalthoff, F., & Glorius, F. (2020) · Chem · doi:10.1016/j.chempr.2020.07.010 · Cited by 650
Metadata
- Authors
- Heitz, D. R., Tellis, J. C., & Molander, G. A.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2016-09-21
- Volume
- 138
- Issue
- 39
- Pages
- 12715-12718
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2521387182
- Cited by
- 518
- References
- 20
- FWCI
- 24.65
- Type
- journal article
- Language
- en
- Open access
- hybrid
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