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62. Zhang P, Qiao ZA, Jiang X, Veith GM, Dai S (2015) Nanoporous ionic organic networks:
stabilizing and supporting gold nanoparticles for catalysis. Nano Lett 15:823–828. https://doi.
org/10.1021/nl504780j
63. Ding S, Tian C, Zhu X, Wang H, Wang H, Abney CW, Zhang N, Dai S (2018) Engineering
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Chem Commun 54:5058–5061. https://doi.org/10.1039/c8cc02966k
64. Porta F, Rossi M (2003) Gold nanostructured materials for the selective liquid phase catalytic
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65. Asao N, Hatakeyama N, Menggenbateer, Minato T, Ito E, Hara M, Kim Y, Yamamoto Y,
Chen M, Zhang W, Inoue A (2012) Aerobic oxidation of alcohols in the liquid phase with
nanoporous gold catalysts. Chem Commun 48:4540–4542. https://doi.org/10.1039/
c2cc17245c
66. Tsunoyama H, Sakurai H, Negishi Y, Tsukuda T (2005) Size-specific catalytic activity of
polymer-stabilized gold nanoclusters for aerobic alcohol oxidation in water. J Am Chem Soc
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67. Tsunoyama H, Ichikuni N, Sakurai H, Tsukuda T (2009) Effect of electronic structures of au
clusters stabilized by poly(N-vinyl-2-pyrrolidone) on aerobic oxidation catalysis. J Am Chem
Soc 131:7086–7093. https://doi.org/10.1021/ja810045y
68. Tsukuda T, Tsunoyama H, Sakurai H (2011) Aerobic oxidations catalyzed by colloidal
nanogold. Chem Asian J 6:736–748. https://doi.org/10.1002/asia.201000611
69. Li G, Jin R (2013) Atomically precise gold nanoclusters as new model catalysts. Acc Chem
Res 46:1749–1758. https://doi.org/10.1021/ar300213z
70. Adnan RH, Andersson GG, Polson MIJ, Metha GF, Golovko VB (2015) Factors influencing
the catalytic oxidation of benzyl alcohol using supported phosphine-capped gold
nanoparticles. Catal Sci Technol 5:1323–1333. https://doi.org/10.1039/c4cy01168f
71. Lavenn C, Demessence A, Tuel A (2014) Au 25 (SPh- p NH 2) 17 nanoclusters deposited on
SBA-15 as catalysts for aerobic benzyl alcohol oxidation. J Catal 322:130–138. https://doi.
org/10.1016/j.jcat.2014.12.002
72. Zhang B, Fang J, Li J, Lau JJ, Mattia D, Zhong Z, Xie J, Yan N (2016) Soft, oxidative
stripping of alkyl thiolate ligands from hydroxyapatite-supported gold nanoclusters for oxidation reactions. Chem Asian J 11:532–539. https://doi.org/10.1002/asia.201501074
73. Xie S, Tsunoyama H, Kurashige W, Negishi Y, Tsukuda T (2012) Enhancement in aerobic
alcohol oxidation catalysis of Au 25 clusters by single Pd atom doping. ACS Catal
2:1519–1523. https://doi.org/10.1021/cs300252g
74. Kotolevich Y, Martynyuk O, Martínez-González S, Tiznado H, Pestryakov A, Avalos
Borja M, Cortés Corberán V, Bogdanchikova N (2019) Novel route of synthesis of ultrasmall Au nanoparticles on SiO 2 supports. Fuel 236:589–597. https://doi.org/10.1016/j.fuel.
2018.09.050
75. Kohantorabi M, Gholami MR (2018) Fabrication of novel ternary Au/CeO 2 @g-C 3 N 4
nanocomposite: kinetics and mechanism investigation of 4-nitrophenol reduction, and benzyl
alcohol oxidation. Appl Phys A Mater Sci Process 124:1–17. https://doi.org/10.1007/s00339018-1858-0
76. Conte M, Miyamura H, Kobayashi S, Chechik V (2009) Spin trapping of Au-H intermediate in
the alcohol oxidation by supported and unsupported gold catalysts. J Am Chem Soc
131:7189–7196. https://doi.org/10.1021/ja809883c
77. Sun KQ, Luo SW, Xu N, Xu BQ (2008) Gold nano-size effect in Au/SiO 2 for selective ethanol
oxidation in aqueous solution. Catal Lett 124:238–242. https://doi.org/10.1007/s10562-0089507-4
42
T. Ishida et al.
liquid grafted graphene: a bifunctional catalyst for the selective aerobic oxidation of alcohols.
RSC Adv 3:22509–22517. https://doi.org/10.1039/c3ra44696d
62. Zhang P, Qiao ZA, Jiang X, Veith GM, Dai S (2015) Nanoporous ionic organic networks:
stabilizing and supporting gold nanoparticles for catalysis. Nano Lett 15:823–828. https://doi.
org/10.1021/nl504780j
63. Ding S, Tian C, Zhu X, Wang H, Wang H, Abney CW, Zhang N, Dai S (2018) Engineering
nanoporous organic frameworks to stabilize naked Au clusters: a charge modulation approach.
Chem Commun 54:5058–5061. https://doi.org/10.1039/c8cc02966k
64. Porta F, Rossi M (2003) Gold nanostructured materials for the selective liquid phase catalytic
oxidation. J Mol Catal A Chem 204–205:553–559. https://doi.org/10.1016/S1381-1169(03)
00338-8
65. Asao N, Hatakeyama N, Menggenbateer, Minato T, Ito E, Hara M, Kim Y, Yamamoto Y,
Chen M, Zhang W, Inoue A (2012) Aerobic oxidation of alcohols in the liquid phase with
nanoporous gold catalysts. Chem Commun 48:4540–4542. https://doi.org/10.1039/
c2cc17245c
66. Tsunoyama H, Sakurai H, Negishi Y, Tsukuda T (2005) Size-specific catalytic activity of
polymer-stabilized gold nanoclusters for aerobic alcohol oxidation in water. J Am Chem Soc
127:9374. https://doi.org/10.1021/JA052161E
67. Tsunoyama H, Ichikuni N, Sakurai H, Tsukuda T (2009) Effect of electronic structures of au
clusters stabilized by poly(N-vinyl-2-pyrrolidone) on aerobic oxidation catalysis. J Am Chem
Soc 131:7086–7093. https://doi.org/10.1021/ja810045y
68. Tsukuda T, Tsunoyama H, Sakurai H (2011) Aerobic oxidations catalyzed by colloidal
nanogold. Chem Asian J 6:736–748. https://doi.org/10.1002/asia.201000611
69. Li G, Jin R (2013) Atomically precise gold nanoclusters as new model catalysts. Acc Chem
Res 46:1749–1758. https://doi.org/10.1021/ar300213z
70. Adnan RH, Andersson GG, Polson MIJ, Metha GF, Golovko VB (2015) Factors influencing
the catalytic oxidation of benzyl alcohol using supported phosphine-capped gold
nanoparticles. Catal Sci Technol 5:1323–1333. https://doi.org/10.1039/c4cy01168f
71. Lavenn C, Demessence A, Tuel A (2014) Au 25 (SPh- p NH 2) 17 nanoclusters deposited on
SBA-15 as catalysts for aerobic benzyl alcohol oxidation. J Catal 322:130–138. https://doi.
org/10.1016/j.jcat.2014.12.002
72. Zhang B, Fang J, Li J, Lau JJ, Mattia D, Zhong Z, Xie J, Yan N (2016) Soft, oxidative
stripping of alkyl thiolate ligands from hydroxyapatite-supported gold nanoclusters for oxidation reactions. Chem Asian J 11:532–539. https://doi.org/10.1002/asia.201501074
73. Xie S, Tsunoyama H, Kurashige W, Negishi Y, Tsukuda T (2012) Enhancement in aerobic
alcohol oxidation catalysis of Au 25 clusters by single Pd atom doping. ACS Catal
2:1519–1523. https://doi.org/10.1021/cs300252g
74. Kotolevich Y, Martynyuk O, Martínez-González S, Tiznado H, Pestryakov A, Avalos
Borja M, Cortés Corberán V, Bogdanchikova N (2019) Novel route of synthesis of ultrasmall Au nanoparticles on SiO 2 supports. Fuel 236:589–597. https://doi.org/10.1016/j.fuel.
2018.09.050
75. Kohantorabi M, Gholami MR (2018) Fabrication of novel ternary Au/CeO 2 @g-C 3 N 4
nanocomposite: kinetics and mechanism investigation of 4-nitrophenol reduction, and benzyl
alcohol oxidation. Appl Phys A Mater Sci Process 124:1–17. https://doi.org/10.1007/s00339018-1858-0
76. Conte M, Miyamura H, Kobayashi S, Chechik V (2009) Spin trapping of Au-H intermediate in
the alcohol oxidation by supported and unsupported gold catalysts. J Am Chem Soc
131:7189–7196. https://doi.org/10.1021/ja809883c
77. Sun KQ, Luo SW, Xu N, Xu BQ (2008) Gold nano-size effect in Au/SiO 2 for selective ethanol
oxidation in aqueous solution. Catal Lett 124:238–242. https://doi.org/10.1007/s10562-0089507-4
42
T. Ishida et al.