10 Progress in the Selective Semi-hydrogenation of Alkynes …
341
111. Olivier-Bourbigou H, Magna L, Morvan D (2010) Ionic liquids and catalysis: recent progress
from knowledge to applications. App Catal A Gen 373(1–2):1–56. https://doi.org/10.1016/j.
apcata.2009.10.008
112. Venkatesan R, Prechtl MHG, Scholten JD, Pezzi RP, Machado G, Dupont J (2011) Palladium
nanoparticle catalysts in ionic liquids: synthesis, characterisation and selective partial hydrogenation of alkynes to Z-alkenes. J Mater Chem 21(9):3030–3036. https://doi.org/10.1039/
c0jm03557b
113. Leal BC, Consorti CS, Machado G, Dupont J (2015) Palladium metal nanoparticles stabilized
by ionophilic ligands in ionic liquids: synthesis and application in hydrogenation reactions.
Catal Sci Technol 5(2):903–909. https://doi.org/10.1039/C4CY01116C
114. López-Vinasco AM, Martínez-Prieto LM, Asensio JM, Lecante P, Chaudret B, Cámpora J,
van Leeuwen PWNM (2020) Novel nickel nanoparticles stabilized by imidazolium-amidinate
ligands for selective hydrogenation of alkynes. Catal Sci Technol 10(2):342–350. https://doi.
org/10.1039/C9CY02172H
115. Peng L, Zhang J, Yang S, Han B, Sang X, Liu C, Yang G (2015) The ionic liquid microphase
enhances the catalytic activity of Pd nanoparticles supported by a metal-organic framework.
Green Chem 17(8):4178–4182. https://doi.org/10.1039/C5GC01333J
116. Philippot K, Chaudret B (2003) Organometallic approach to the synthesis and surface reactivity of noble metal nanoparticles. C R Chim 6(8–10):1019–1034. https://doi.org/10.1016/j.
crci.2003.07.010
117. Chaudret B (2005) Organometallic approach to nanoparticles synthesis and self-organization.
C R Phys 6(1):117–131. https://doi.org/10.1016/j.crhy.2004.11.008
118. Caubère P (1983) Complex reducing agents (CRA’s)—versatile, novel ways of using sodium
hydride in organic synthesis. Angew Chem Int Ed Engl 22(8):599–613. https://doi.org/10.
1002/anie.198305991
119. Brunet JJ, Gallois P, Caubere P (1977) Activation of reducing agents. Sodium hydride
containing complex reducing agents. VII NiC, a new heterogeneous Ni hydrogenation catalyst.
Tetrahedron Lett 18(45):3955–3958. http://dx.doi.org/10.1016/S0040-4039(01)83401-8
120. Brunet JJ, Gallois P, Caubere P (1980) Activation of reducing agents. Sodium hydride
containing complex reducing agents. 12. New convenient, highly active, and selective nickel
hydrogenation catalysts. J Organ Chem 45(10):1937–1945. https://doi.org/10.1021/jo0129
8a036
121. Gallois P, Brunet JJ, Caubere P (1980) Activation of reducing agents. Sodium hydride
containing complex reducing agents. 13. Selective heterogeneous hydrogenation of polyfunctional substrates over Nic. J Organ Chem 45(10):1946–1950. https://doi.org/10.1021/jo0
1298a037
122. Brunet JJ, Caubere P (1984) Activation of reducing agents. Sodium hydride containing
complex reducing agents. 20. Pdc, a new, very selective heterogeneous hydrogenation catalyst.
J Org Chem 49(21):4058–4060. https://doi.org/10.1021/jo00195a037
123. Montiel L, Delgado JA, Novell M, Andrade FJ, Claver C, Blondeau P, Godard C (2016) A
simple and versatile approach for the fabrication of paper-based nanocatalysts: low cost, easy
handling, and catalyst recovery. ChemCatChem 8(19):3041–3044. https://doi.org/10.1002/
cctc.201600666
124. Salnikov OG, Liu H-J, Fedorov A, Burueva DB, Kovtunov KV, Coperet C, Koptyug IV (2017)
Pairwise hydrogen addition in the selective semihydrogenation of alkynes on silica-supported
Cu catalysts. Chem Sci 8(3):2426–2430. https://doi.org/10.1039/C6SC05276B
125. Reina A, Favier I, Pradel C, Gómez M (2018) Stable zero-valent nickel nanoparticles
in glycerol: synthesis and applications in selective hydrogenations. Adv Synth Catal
360(18):3544–3552. https://doi.org/10.1002/adsc.201800786
126. Witte P, Berben P, Boland S, Boymans E, Vogt D, Geus J, Donkervoort J (2012) BASF nanoSelect™ technology: innovative supported Pd- and Pt-based catalysts for selective hydrogenation
reactions. Top Catal 55(7–10):505–511. https://doi.org/10.1007/s11244-012-9818-y
127. Kirby F, Moreno-Marrodan C, Baán Z, Bleeker BF, Barbaro P, Berben PH, Witte PT (2014)
NanoSelect precious metal catalysts and their use in asymmetric heterogeneous catalysis.
ChemCatChem 6(10):2904–2909. https://doi.org/10.1002/cctc.201402310
341
111. Olivier-Bourbigou H, Magna L, Morvan D (2010) Ionic liquids and catalysis: recent progress
from knowledge to applications. App Catal A Gen 373(1–2):1–56. https://doi.org/10.1016/j.
apcata.2009.10.008
112. Venkatesan R, Prechtl MHG, Scholten JD, Pezzi RP, Machado G, Dupont J (2011) Palladium
nanoparticle catalysts in ionic liquids: synthesis, characterisation and selective partial hydrogenation of alkynes to Z-alkenes. J Mater Chem 21(9):3030–3036. https://doi.org/10.1039/
c0jm03557b
113. Leal BC, Consorti CS, Machado G, Dupont J (2015) Palladium metal nanoparticles stabilized
by ionophilic ligands in ionic liquids: synthesis and application in hydrogenation reactions.
Catal Sci Technol 5(2):903–909. https://doi.org/10.1039/C4CY01116C
114. López-Vinasco AM, Martínez-Prieto LM, Asensio JM, Lecante P, Chaudret B, Cámpora J,
van Leeuwen PWNM (2020) Novel nickel nanoparticles stabilized by imidazolium-amidinate
ligands for selective hydrogenation of alkynes. Catal Sci Technol 10(2):342–350. https://doi.
org/10.1039/C9CY02172H
115. Peng L, Zhang J, Yang S, Han B, Sang X, Liu C, Yang G (2015) The ionic liquid microphase
enhances the catalytic activity of Pd nanoparticles supported by a metal-organic framework.
Green Chem 17(8):4178–4182. https://doi.org/10.1039/C5GC01333J
116. Philippot K, Chaudret B (2003) Organometallic approach to the synthesis and surface reactivity of noble metal nanoparticles. C R Chim 6(8–10):1019–1034. https://doi.org/10.1016/j.
crci.2003.07.010
117. Chaudret B (2005) Organometallic approach to nanoparticles synthesis and self-organization.
C R Phys 6(1):117–131. https://doi.org/10.1016/j.crhy.2004.11.008
118. Caubère P (1983) Complex reducing agents (CRA’s)—versatile, novel ways of using sodium
hydride in organic synthesis. Angew Chem Int Ed Engl 22(8):599–613. https://doi.org/10.
1002/anie.198305991
119. Brunet JJ, Gallois P, Caubere P (1977) Activation of reducing agents. Sodium hydride
containing complex reducing agents. VII NiC, a new heterogeneous Ni hydrogenation catalyst.
Tetrahedron Lett 18(45):3955–3958. http://dx.doi.org/10.1016/S0040-4039(01)83401-8
120. Brunet JJ, Gallois P, Caubere P (1980) Activation of reducing agents. Sodium hydride
containing complex reducing agents. 12. New convenient, highly active, and selective nickel
hydrogenation catalysts. J Organ Chem 45(10):1937–1945. https://doi.org/10.1021/jo0129
8a036
121. Gallois P, Brunet JJ, Caubere P (1980) Activation of reducing agents. Sodium hydride
containing complex reducing agents. 13. Selective heterogeneous hydrogenation of polyfunctional substrates over Nic. J Organ Chem 45(10):1946–1950. https://doi.org/10.1021/jo0
1298a037
122. Brunet JJ, Caubere P (1984) Activation of reducing agents. Sodium hydride containing
complex reducing agents. 20. Pdc, a new, very selective heterogeneous hydrogenation catalyst.
J Org Chem 49(21):4058–4060. https://doi.org/10.1021/jo00195a037
123. Montiel L, Delgado JA, Novell M, Andrade FJ, Claver C, Blondeau P, Godard C (2016) A
simple and versatile approach for the fabrication of paper-based nanocatalysts: low cost, easy
handling, and catalyst recovery. ChemCatChem 8(19):3041–3044. https://doi.org/10.1002/
cctc.201600666
124. Salnikov OG, Liu H-J, Fedorov A, Burueva DB, Kovtunov KV, Coperet C, Koptyug IV (2017)
Pairwise hydrogen addition in the selective semihydrogenation of alkynes on silica-supported
Cu catalysts. Chem Sci 8(3):2426–2430. https://doi.org/10.1039/C6SC05276B
125. Reina A, Favier I, Pradel C, Gómez M (2018) Stable zero-valent nickel nanoparticles
in glycerol: synthesis and applications in selective hydrogenations. Adv Synth Catal
360(18):3544–3552. https://doi.org/10.1002/adsc.201800786
126. Witte P, Berben P, Boland S, Boymans E, Vogt D, Geus J, Donkervoort J (2012) BASF nanoSelect™ technology: innovative supported Pd- and Pt-based catalysts for selective hydrogenation
reactions. Top Catal 55(7–10):505–511. https://doi.org/10.1007/s11244-012-9818-y
127. Kirby F, Moreno-Marrodan C, Baán Z, Bleeker BF, Barbaro P, Berben PH, Witte PT (2014)
NanoSelect precious metal catalysts and their use in asymmetric heterogeneous catalysis.
ChemCatChem 6(10):2904–2909. https://doi.org/10.1002/cctc.201402310