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65. Takale BS, Bao M, Yamamoto Y (2014) Gold nanoparticles (Au NPs) and gold nanopore (Au
NPore) catalysts in organic synthesis. Org Biomol Chem 12:2005–2027
66. Haruta M, Yamada N, Kobayashi T, Iijima S (1989) Gold catalysts prepared by coprecipitation
for low-temperature oxidation of hydrogen and of carbon monoxide. J Catal 115:301–309.
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67. Fujita T, Guan P, McKenna K, Lang X, Hirata A, Zhang L, Tokunaga T, Arai S, Yamamoto Y,
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68. Ferlin F, Cappelletti M, Vivani R, Pica M, Piermatti O, Vaccaro L (2019) Au@zirconiumphosphonate nanoparticles as an effective catalytic system for the chemoselective and
switchable reduction of nitroarenes. Green Chem 21:614–626. https://doi.org/10.1039/
C8GC03513J
69. Takale BS, Feng X, Lu Y, Bao M, Jin T, Minato T, Yamamoto Y (2016) Unsupported
nanoporous gold catalyst for chemoselective hydrogenation reactions under low pressure:
effect of residual silver on the reaction. J Am Chem Soc 138:10356–10364. https://doi.org/10.
1021/jacs.6b06569
70. Takale BS, Tao SM, Yu XQ, Feng XJ, Jin T, Bao M, Yamamoto Y (2014) Exclusive
chemoselective reduction of imines in the coexistence of aldehydes using AuNPore catalyst.
Org Lett 16:2558–2561. https://doi.org/10.1021/ol500958p
71. Takale BS, Wang S, Zhang X, Feng X, Yu X, Jin T, Bao M, Yamamoto Y (2014)
Chemoselective reduction of α,β-unsaturated aldehydes using an unsupported nanoporous
gold catalyst. Chem Commun 50:14401–14404. https://doi.org/10.1039/C4CC07068B
72. Johnston P, Carthey N, Hutchings GJ (2015) Discovery, development, and commercialization
of gold catalysts for acetylene hydrochlorination. J Am Chem Soc 137:14548–14557. https://
doi.org/10.1021/jacs.5b07752
73. Han J, Liu Y, Guo R (2009) Facile synthesis of highly stable gold nanoparticles and their
unexpected excellent catalytic activity for SuzukiÀMiyaura cross-coupling reaction in water.
J Am Chem Soc 131:2060–2061. https://doi.org/10.1021/ja808935n
74. Candu N, Dhakshinamoorthy A, Apostol N, Teodorescu C, Corma A, Garcia H, Parvulescu VI
(2017) Oriented Au nanoplatelets on graphene promote Suzuki-Miyaura coupling with higher
efficiency and different reactivity pattern than supported palladium. J Catal 352:59–66. https://
doi.org/10.1016/j.jcat.2017.04.034
75. Thomas M, Sheikh MUD, Ahirwar D, Bano M, Khan F (2017) Gold nanoparticle
and graphene oxide incorporated strontium crosslinked alginate/carboxymethyl
cellulose composites for o-nitroaniline reduction and Suzuki-Miyaura cross-coupling
reactions. J Colloid Interface Sci 505:115–129. https://doi.org/10.1016/j.jcis.2017.05.051
76. Nemygina NA, Nikoshvili LZ, Tiamina IY, Bykov AV, Smirnov IS, LaGrange T,
Kaszkur Z, Matveeva VG, Sulman EM, Kiwi-Minsker L (2018) Au Core–Pd shell bimetallic
nanoparticles immobilized within hyper-cross-linked polystyrene for mechanistic study of
Suzuki cross-coupling: homogeneous or heterogeneous catalysis? Org Process Res Dev
22:1606–1613. https://doi.org/10.1021/acs.oprd.8b00272
77. Khodaei MM, Dehghan M (2019) A green and cost-effective approach for the production of
gold nanoparticles using corn silk extract: a recoverable catalyst for Suzuki–Miyaura reaction
and adsorbent for removing of dye pollutants. Polyhedron 162:219–231. https://doi.org/10.
1016/j.poly.2019.01.060
78. Nasrollahzadeh M, Sajadi SM, Rostami-Vartooni A, Khalaj M (2014) Journey on greener
pathways: use of Euphorbia condylocarpa M. bieb as reductant and stabilizer for green
synthesis of Au/Pd bimetallic nanoparticles as reusable catalysts in the Suzuki and Heck
coupling reactions in water. RSC Adv 4:43477–43484. https://doi.org/10.1039/C4RA07173E
126
M. Cortes-Clerget et al.
for the cross-couplings of aryl halides and heteroaryl halides with terminal alkynes. J Org
Chem 72:6294–6297. https://doi.org/10.1021/jo070538o
65. Takale BS, Bao M, Yamamoto Y (2014) Gold nanoparticles (Au NPs) and gold nanopore (Au
NPore) catalysts in organic synthesis. Org Biomol Chem 12:2005–2027
66. Haruta M, Yamada N, Kobayashi T, Iijima S (1989) Gold catalysts prepared by coprecipitation
for low-temperature oxidation of hydrogen and of carbon monoxide. J Catal 115:301–309.
https://doi.org/10.1016/0021-9517(89)90034-1
67. Fujita T, Guan P, McKenna K, Lang X, Hirata A, Zhang L, Tokunaga T, Arai S, Yamamoto Y,
Tanaka N et al (2012) Atomic origins of the high catalytic activity of nanoporous gold.
Nat Mater 11:775
68. Ferlin F, Cappelletti M, Vivani R, Pica M, Piermatti O, Vaccaro L (2019) Au@zirconiumphosphonate nanoparticles as an effective catalytic system for the chemoselective and
switchable reduction of nitroarenes. Green Chem 21:614–626. https://doi.org/10.1039/
C8GC03513J
69. Takale BS, Feng X, Lu Y, Bao M, Jin T, Minato T, Yamamoto Y (2016) Unsupported
nanoporous gold catalyst for chemoselective hydrogenation reactions under low pressure:
effect of residual silver on the reaction. J Am Chem Soc 138:10356–10364. https://doi.org/10.
1021/jacs.6b06569
70. Takale BS, Tao SM, Yu XQ, Feng XJ, Jin T, Bao M, Yamamoto Y (2014) Exclusive
chemoselective reduction of imines in the coexistence of aldehydes using AuNPore catalyst.
Org Lett 16:2558–2561. https://doi.org/10.1021/ol500958p
71. Takale BS, Wang S, Zhang X, Feng X, Yu X, Jin T, Bao M, Yamamoto Y (2014)
Chemoselective reduction of α,β-unsaturated aldehydes using an unsupported nanoporous
gold catalyst. Chem Commun 50:14401–14404. https://doi.org/10.1039/C4CC07068B
72. Johnston P, Carthey N, Hutchings GJ (2015) Discovery, development, and commercialization
of gold catalysts for acetylene hydrochlorination. J Am Chem Soc 137:14548–14557. https://
doi.org/10.1021/jacs.5b07752
73. Han J, Liu Y, Guo R (2009) Facile synthesis of highly stable gold nanoparticles and their
unexpected excellent catalytic activity for SuzukiÀMiyaura cross-coupling reaction in water.
J Am Chem Soc 131:2060–2061. https://doi.org/10.1021/ja808935n
74. Candu N, Dhakshinamoorthy A, Apostol N, Teodorescu C, Corma A, Garcia H, Parvulescu VI
(2017) Oriented Au nanoplatelets on graphene promote Suzuki-Miyaura coupling with higher
efficiency and different reactivity pattern than supported palladium. J Catal 352:59–66. https://
doi.org/10.1016/j.jcat.2017.04.034
75. Thomas M, Sheikh MUD, Ahirwar D, Bano M, Khan F (2017) Gold nanoparticle
and graphene oxide incorporated strontium crosslinked alginate/carboxymethyl
cellulose composites for o-nitroaniline reduction and Suzuki-Miyaura cross-coupling
reactions. J Colloid Interface Sci 505:115–129. https://doi.org/10.1016/j.jcis.2017.05.051
76. Nemygina NA, Nikoshvili LZ, Tiamina IY, Bykov AV, Smirnov IS, LaGrange T,
Kaszkur Z, Matveeva VG, Sulman EM, Kiwi-Minsker L (2018) Au Core–Pd shell bimetallic
nanoparticles immobilized within hyper-cross-linked polystyrene for mechanistic study of
Suzuki cross-coupling: homogeneous or heterogeneous catalysis? Org Process Res Dev
22:1606–1613. https://doi.org/10.1021/acs.oprd.8b00272
77. Khodaei MM, Dehghan M (2019) A green and cost-effective approach for the production of
gold nanoparticles using corn silk extract: a recoverable catalyst for Suzuki–Miyaura reaction
and adsorbent for removing of dye pollutants. Polyhedron 162:219–231. https://doi.org/10.
1016/j.poly.2019.01.060
78. Nasrollahzadeh M, Sajadi SM, Rostami-Vartooni A, Khalaj M (2014) Journey on greener
pathways: use of Euphorbia condylocarpa M. bieb as reductant and stabilizer for green
synthesis of Au/Pd bimetallic nanoparticles as reusable catalysts in the Suzuki and Heck
coupling reactions in water. RSC Adv 4:43477–43484. https://doi.org/10.1039/C4RA07173E
126
M. Cortes-Clerget et al.