274
A. R. Jupp
design of new molecular systems. It is clear that the impact of FLP reactivity has
extended well beyond the realm of bulky Lewis acids and bases in solution, and will
continue to be a guiding principle in many fields in the coming years.
References
1. de Vries JG, Elsevier CJ (2006) The Handbook of Homogeneous Hydrogenation. Wiley-VCH,
Weinheim, Germany
2. Welch GC, Juan RRS, Masuda JD, Stephan DW (2006) Reversible, Metal-Free Hydrogen
Activation. Science 314:1124–1126. https://doi.org/10.1126/science.1134230
3. Chase PA, Welch GC, Jurca T, Stephan DW (2007) Metal-Free Catalytic Hydrogenation.
Angew Chem Int Ed 46:8050–8053. https://doi.org/10.1002/anie.200702908
4. Stephan DW (2012) “Frustrated Lewis Pair” Hydrogenations. Org Biomol Chem 10:5740–
5746. https://doi.org/10.1039/C2OB25339A
5. Paradies J (2013) Frustrated Lewis Pair Catalyzed Hydrogenations. Synlett 24:777–780.
https://doi.org/10.1055/s-0032-1318312
6. Hounjet LJ, Stephan DW (2014) Hydrogenation by Frustrated Lewis Pairs: Main Group
Alternatives to Transition Metal Catalysts? Org Process Res Dev 18:385–391. https://doi.org/
10.1021/op400315m
7. Lam J, Szkop KM, Mosaferi E, Stephan DW (2019) FLP Catalysis: Main Group Hydrogenations of Organic Unsaturated Substrates. Chem Soc Rev 48:3592–3612. https://doi.org/10.
1039/C8CS00277K
8. Lindqvist M, Borre K, Axenov K, Kótai B, Nieger M, Leskelä M, Pápai I, Repo T (2015)
Chiral Molecular Tweezers: Synthesis and Reactivity in Asymmetric Hydrogenation. J Am
Chem Soc 137:4038–4041. https://doi.org/10.1021/ja512658m
9. Meng W, Feng X, Du H (2018) Frustrated Lewis Pairs Catalyzed Asymmetric Metal-Free
Hydrogenations and Hydrosilylations. Acc Chem Res 51:191–201. https://doi.org/10.1021/
acs.accounts.7b00530
10. Stephan DW, Erker G (2010) Frustrated Lewis Pairs: Metal-Free Hydrogen Activation and
More. Angew Chem Int Ed 49:46–76. https://doi.org/10.1002/anie.200903708
11. Erker G (2012) Frustrated Lewis Pairs: Some Recent Developments. Pure Appl Chem
84:2203–2217. https://doi.org/10.1351/PAC-CON-12-04-07
12. Erker G, Stephan DW (2013) Frustrated Lewis Pairs I: Uncovering and Understanding. Top
Curr Chem 332:1–311. https://doi.org/10.1007/978-3-642-36697-0
13. Erker G, Stephan DW (2013) Frustrated Lewis pairs II: Expanding the Scope. Top Curr Chem
334:1–345. https://doi.org/10.1007/978-3-642-37759-4
14. Stephan DW, Erker G (2014) Frustrated Lewis Pair Chemistry of Carbon, Nitrogen and Sulfur
Oxides. Chem Sci 5:2625–2641. https://doi.org/10.1039/C4SC00395K
15. Stephan DW (2015) Frustrated Lewis Pairs. J Am Chem Soc 137:10018–10032. https://doi.
org/10.1021/jacs.5b06794
16. Oestreich M, Hermeke J, Mohr J (2015) A Unified Survey of Si–H and H–H Bond Activation
Catalysed by Electron-Deficient Boranes. Chem Soc Rev 44:2202–2220. https://doi.org/10.
1039/C4CS00451E
17. Stephan DW (2015) Frustrated Lewis Pairs: From Concept to Catalysis. Acc Chem Res
48:306–316. https://doi.org/10.1021/ar500375j
18. Stephan DW, Erker G (2015) Frustrated Lewis Pair Chemistry: Development and Perspectives.
Angew Chem Int Ed 54:6400–6441. https://doi.org/10.1002/anie.201409800
19. Weicker SA, Stephan DW (2015) Main Group Lewis Acids in Frustrated Lewis Pair Chemistry: Beyond Electrophilic Boranes. Bull Chem Soc Jpn 88:1003–1016. https://doi.org/10.
1246/bcsj.20150131
A. R. Jupp
design of new molecular systems. It is clear that the impact of FLP reactivity has
extended well beyond the realm of bulky Lewis acids and bases in solution, and will
continue to be a guiding principle in many fields in the coming years.
References
1. de Vries JG, Elsevier CJ (2006) The Handbook of Homogeneous Hydrogenation. Wiley-VCH,
Weinheim, Germany
2. Welch GC, Juan RRS, Masuda JD, Stephan DW (2006) Reversible, Metal-Free Hydrogen
Activation. Science 314:1124–1126. https://doi.org/10.1126/science.1134230
3. Chase PA, Welch GC, Jurca T, Stephan DW (2007) Metal-Free Catalytic Hydrogenation.
Angew Chem Int Ed 46:8050–8053. https://doi.org/10.1002/anie.200702908
4. Stephan DW (2012) “Frustrated Lewis Pair” Hydrogenations. Org Biomol Chem 10:5740–
5746. https://doi.org/10.1039/C2OB25339A
5. Paradies J (2013) Frustrated Lewis Pair Catalyzed Hydrogenations. Synlett 24:777–780.
https://doi.org/10.1055/s-0032-1318312
6. Hounjet LJ, Stephan DW (2014) Hydrogenation by Frustrated Lewis Pairs: Main Group
Alternatives to Transition Metal Catalysts? Org Process Res Dev 18:385–391. https://doi.org/
10.1021/op400315m
7. Lam J, Szkop KM, Mosaferi E, Stephan DW (2019) FLP Catalysis: Main Group Hydrogenations of Organic Unsaturated Substrates. Chem Soc Rev 48:3592–3612. https://doi.org/10.
1039/C8CS00277K
8. Lindqvist M, Borre K, Axenov K, Kótai B, Nieger M, Leskelä M, Pápai I, Repo T (2015)
Chiral Molecular Tweezers: Synthesis and Reactivity in Asymmetric Hydrogenation. J Am
Chem Soc 137:4038–4041. https://doi.org/10.1021/ja512658m
9. Meng W, Feng X, Du H (2018) Frustrated Lewis Pairs Catalyzed Asymmetric Metal-Free
Hydrogenations and Hydrosilylations. Acc Chem Res 51:191–201. https://doi.org/10.1021/
acs.accounts.7b00530
10. Stephan DW, Erker G (2010) Frustrated Lewis Pairs: Metal-Free Hydrogen Activation and
More. Angew Chem Int Ed 49:46–76. https://doi.org/10.1002/anie.200903708
11. Erker G (2012) Frustrated Lewis Pairs: Some Recent Developments. Pure Appl Chem
84:2203–2217. https://doi.org/10.1351/PAC-CON-12-04-07
12. Erker G, Stephan DW (2013) Frustrated Lewis Pairs I: Uncovering and Understanding. Top
Curr Chem 332:1–311. https://doi.org/10.1007/978-3-642-36697-0
13. Erker G, Stephan DW (2013) Frustrated Lewis pairs II: Expanding the Scope. Top Curr Chem
334:1–345. https://doi.org/10.1007/978-3-642-37759-4
14. Stephan DW, Erker G (2014) Frustrated Lewis Pair Chemistry of Carbon, Nitrogen and Sulfur
Oxides. Chem Sci 5:2625–2641. https://doi.org/10.1039/C4SC00395K
15. Stephan DW (2015) Frustrated Lewis Pairs. J Am Chem Soc 137:10018–10032. https://doi.
org/10.1021/jacs.5b06794
16. Oestreich M, Hermeke J, Mohr J (2015) A Unified Survey of Si–H and H–H Bond Activation
Catalysed by Electron-Deficient Boranes. Chem Soc Rev 44:2202–2220. https://doi.org/10.
1039/C4CS00451E
17. Stephan DW (2015) Frustrated Lewis Pairs: From Concept to Catalysis. Acc Chem Res
48:306–316. https://doi.org/10.1021/ar500375j
18. Stephan DW, Erker G (2015) Frustrated Lewis Pair Chemistry: Development and Perspectives.
Angew Chem Int Ed 54:6400–6441. https://doi.org/10.1002/anie.201409800
19. Weicker SA, Stephan DW (2015) Main Group Lewis Acids in Frustrated Lewis Pair Chemistry: Beyond Electrophilic Boranes. Bull Chem Soc Jpn 88:1003–1016. https://doi.org/10.
1246/bcsj.20150131