7 Heterogeneous Catalysis by Frustrated Lewis Pairs
277
58. Fiorio JL, López N, Rossi LM (2017) Gold–ligand-catalyzed selective hydrogenation of
alkynes into cis-alkenes via H 2 heterolytic activation by frustrated Lewis pairs. ACS Catal
7:2973–2980. https://doi.org/10.1021/acscatal.6b03441
59. Fiorio JL, Barbosa ECM, Kikuchi DK, Camargo PHC, Rudolph M, Hashmi ASK, Rossi
LM (2020) Piperazine-Promoted Gold-Catalyzed Hydrogenation: the Influence of Capping
Ligands. Catal Sci Technol 10:1996–2003. https://doi.org/10.1039/C9CY02016K
60. Spies P, Erker G, Kehr G, Bergander K, Fröhlich R, Grimme S, Stephan DW (2007)
Rapid Intramolecular Heterolytic Dihydrogen Activation by a Four-Membered Heterocyclic Phosphane–Borane Adduct. Chem Commun 0:5072–5074. https://doi.org/10.1039/
B710475H
61. Bouchard N, Fontaine F-G (2019) Alkylammoniotrifluoroborate Functionalized Polystyrenes:
Polymeric Pre-Catalysts for the Metal-Free Borylation of Heteroarenes. Dalton Trans
48:4846–4856. https://doi.org/10.1039/C9DT00484J
62. Kim KT, Cornelissen JJLM, Nolte RJM, van Hest JCM (2009) Polymeric Monosaccharide
Receptors Responsive at Neutral pH. J Am Chem Soc 131:13908–13909. https://doi.org/10.
1021/ja905652w
63. Légaré M-A, Courtemanche M-A, Rochette É, Fontaine F-G (2015) Metal-Free Catalytic
C-H Bond Activation and Borylation of Heteroarenes. Science 349:513–516. https://doi.org/
10.1126/science.aab3591
64. Fasano V, Ingleson MJ (2018) Recent Advances in Water-Tolerance in Frustrated Lewis Pair
Chemistry. Synthesis 50:1783–1795. https://doi.org/10.1055/s-0037-1609843
65. Légaré M-A, Rochette É, Lavergne JL, Bouchard N, Fontaine F-G (2016) Bench-Stable
Frustrated Lewis Pair Chemistry: Fluoroborate Salts as Precatalysts for the C-H Borylation
of Heteroarenes. Chem Commun 52:5387–5390. https://doi.org/10.1039/C6CC01267A
66. Jayaraman A, Misal Castro LC, Fontaine F-G (2018) Practical and Scalable Synthesis of Borylated Heterocycles Using Bench-Stable Precursors of Metal-Free Lewis Pair Catalysts. Org
Process Res Dev 22:1489–1499. https://doi.org/10.1021/acs.oprd.8b00248
67. Wang L, Kehr G, Daniliuc CG, Brinkkötter M, Wiegand T, Wübker A-L, Eckert H, Liu L,
Brandenburg JG, Grimme S, Erker G (2018) Solid State Frustrated Lewis Pair Chemistry.
Chem Sci 9:4859–4865. https://doi.org/10.1039/C8SC01089G
68. Furukawa H, Cordova KE, O’Keeffe M, Yaghi OM (2013) The Chemistry and Applications of
Metal-Organic Frameworks. Science 341:1230444. https://doi.org/10.1126/science.1230444
69. Ye J, Johnson JK (2015) Design of Lewis Pair-Functionalized Metal Organic Frameworks for
CO 2 Hydrogenation. ACS Catal 5:2921–2928. https://doi.org/10.1021/acscatal.5b00396
70. Ye J, Johnson JK (2015) Screening Lewis Pair Moieties for Catalytic Hydrogenation of CO 2 in
Functionalized UiO-66. ACS Catal 5:6219–6229. https://doi.org/10.1021/acscatal.5b01191
71. Ye J, Yeh BY, Reynolds RA, Johnson JK (2017) Screening the Activity of Lewis Pairs for
Hydrogenation of CO 2 . Mol Simul 43:821–827. https://doi.org/10.1080/08927022.2017.129
5457
72. Ye J, Johnson JK (2016) Catalytic Hydrogenation of CO 2 to Methanol in a Lewis Pair
Functionalized MOF. Catal Sci Technol 6:8392–8405. https://doi.org/10.1039/C6CY01245K
73. Ye J, Li L, Johnson JK (2018) The Effect of Topology in Lewis Pair Functionalized Metal
Organic Frameworks on CO 2 Adsorption and Hydrogenation. Catal Sci Technol 8:4609–4617.
https://doi.org/10.1039/C8CY01018H
74. Li L, Zhang S, Ruffley JP, Johnson JK (2019) Energy Efficient Formaldehyde Synthesis by
Direct Hydrogenation of Carbon Monoxide in Functionalized Metal-Organic Frameworks.
ACS Sustain Chem Eng 7:2508–2515. https://doi.org/10.1021/acssuschemeng.8b05413
75. Niu Z, Bhagya Gunatilleke WDC, Sun Q, Lan PC, Perman J, Ma J-G, Cheng Y, Aguila B,
Ma S (2018) Metal-Organic Framework Anchored with a Lewis Pair as a New Paradigm for
Catalysis. Chem 4:2587–2599. https://doi.org/10.1016/j.chempr.2018.08.018
76. Stephan DW (2018) Frustrated Lewis Pair Chemistry Meets Metal-Organic Frameworks.
Chem 4:2483–2485. https://doi.org/10.1016/j.chempr.2018.09.008
77. Eisenberger P, Bailey AM, Crudden CM (2012) Taking the F Out of FLP: Simple Lewis
Acid-Base Pairs for Mild Reductions with Neutral Boranes via Borenium ion Catalysis. J Am
Chem Soc 134:17384–17387. https://doi.org/10.1021/ja307374j
277
58. Fiorio JL, López N, Rossi LM (2017) Gold–ligand-catalyzed selective hydrogenation of
alkynes into cis-alkenes via H 2 heterolytic activation by frustrated Lewis pairs. ACS Catal
7:2973–2980. https://doi.org/10.1021/acscatal.6b03441
59. Fiorio JL, Barbosa ECM, Kikuchi DK, Camargo PHC, Rudolph M, Hashmi ASK, Rossi
LM (2020) Piperazine-Promoted Gold-Catalyzed Hydrogenation: the Influence of Capping
Ligands. Catal Sci Technol 10:1996–2003. https://doi.org/10.1039/C9CY02016K
60. Spies P, Erker G, Kehr G, Bergander K, Fröhlich R, Grimme S, Stephan DW (2007)
Rapid Intramolecular Heterolytic Dihydrogen Activation by a Four-Membered Heterocyclic Phosphane–Borane Adduct. Chem Commun 0:5072–5074. https://doi.org/10.1039/
B710475H
61. Bouchard N, Fontaine F-G (2019) Alkylammoniotrifluoroborate Functionalized Polystyrenes:
Polymeric Pre-Catalysts for the Metal-Free Borylation of Heteroarenes. Dalton Trans
48:4846–4856. https://doi.org/10.1039/C9DT00484J
62. Kim KT, Cornelissen JJLM, Nolte RJM, van Hest JCM (2009) Polymeric Monosaccharide
Receptors Responsive at Neutral pH. J Am Chem Soc 131:13908–13909. https://doi.org/10.
1021/ja905652w
63. Légaré M-A, Courtemanche M-A, Rochette É, Fontaine F-G (2015) Metal-Free Catalytic
C-H Bond Activation and Borylation of Heteroarenes. Science 349:513–516. https://doi.org/
10.1126/science.aab3591
64. Fasano V, Ingleson MJ (2018) Recent Advances in Water-Tolerance in Frustrated Lewis Pair
Chemistry. Synthesis 50:1783–1795. https://doi.org/10.1055/s-0037-1609843
65. Légaré M-A, Rochette É, Lavergne JL, Bouchard N, Fontaine F-G (2016) Bench-Stable
Frustrated Lewis Pair Chemistry: Fluoroborate Salts as Precatalysts for the C-H Borylation
of Heteroarenes. Chem Commun 52:5387–5390. https://doi.org/10.1039/C6CC01267A
66. Jayaraman A, Misal Castro LC, Fontaine F-G (2018) Practical and Scalable Synthesis of Borylated Heterocycles Using Bench-Stable Precursors of Metal-Free Lewis Pair Catalysts. Org
Process Res Dev 22:1489–1499. https://doi.org/10.1021/acs.oprd.8b00248
67. Wang L, Kehr G, Daniliuc CG, Brinkkötter M, Wiegand T, Wübker A-L, Eckert H, Liu L,
Brandenburg JG, Grimme S, Erker G (2018) Solid State Frustrated Lewis Pair Chemistry.
Chem Sci 9:4859–4865. https://doi.org/10.1039/C8SC01089G
68. Furukawa H, Cordova KE, O’Keeffe M, Yaghi OM (2013) The Chemistry and Applications of
Metal-Organic Frameworks. Science 341:1230444. https://doi.org/10.1126/science.1230444
69. Ye J, Johnson JK (2015) Design of Lewis Pair-Functionalized Metal Organic Frameworks for
CO 2 Hydrogenation. ACS Catal 5:2921–2928. https://doi.org/10.1021/acscatal.5b00396
70. Ye J, Johnson JK (2015) Screening Lewis Pair Moieties for Catalytic Hydrogenation of CO 2 in
Functionalized UiO-66. ACS Catal 5:6219–6229. https://doi.org/10.1021/acscatal.5b01191
71. Ye J, Yeh BY, Reynolds RA, Johnson JK (2017) Screening the Activity of Lewis Pairs for
Hydrogenation of CO 2 . Mol Simul 43:821–827. https://doi.org/10.1080/08927022.2017.129
5457
72. Ye J, Johnson JK (2016) Catalytic Hydrogenation of CO 2 to Methanol in a Lewis Pair
Functionalized MOF. Catal Sci Technol 6:8392–8405. https://doi.org/10.1039/C6CY01245K
73. Ye J, Li L, Johnson JK (2018) The Effect of Topology in Lewis Pair Functionalized Metal
Organic Frameworks on CO 2 Adsorption and Hydrogenation. Catal Sci Technol 8:4609–4617.
https://doi.org/10.1039/C8CY01018H
74. Li L, Zhang S, Ruffley JP, Johnson JK (2019) Energy Efficient Formaldehyde Synthesis by
Direct Hydrogenation of Carbon Monoxide in Functionalized Metal-Organic Frameworks.
ACS Sustain Chem Eng 7:2508–2515. https://doi.org/10.1021/acssuschemeng.8b05413
75. Niu Z, Bhagya Gunatilleke WDC, Sun Q, Lan PC, Perman J, Ma J-G, Cheng Y, Aguila B,
Ma S (2018) Metal-Organic Framework Anchored with a Lewis Pair as a New Paradigm for
Catalysis. Chem 4:2587–2599. https://doi.org/10.1016/j.chempr.2018.08.018
76. Stephan DW (2018) Frustrated Lewis Pair Chemistry Meets Metal-Organic Frameworks.
Chem 4:2483–2485. https://doi.org/10.1016/j.chempr.2018.09.008
77. Eisenberger P, Bailey AM, Crudden CM (2012) Taking the F Out of FLP: Simple Lewis
Acid-Base Pairs for Mild Reductions with Neutral Boranes via Borenium ion Catalysis. J Am
Chem Soc 134:17384–17387. https://doi.org/10.1021/ja307374j