ACS Catalysis
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(11) Ohtaka, A.; Kuroki, R.; Teratani, T.; Shinagawa, T.; Hamasa-
ka, G.; Uozumi, Y.; Shimomura, O.; Nomura, R. Green and Sustain-
able Chem. 2011, 1, 19–40.
AUTHOR INFORMATION
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Corresponding Author
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(12) For recent examples of nanoparticle-polymer support interac-
tions, see: (a) Zhanga, J.; Yuanc, Y.; Kilpinc, K. J.; Koua, Y.; Dyson,
P. J.; Yan, N. J. Mol. Catal. A: Chem. 2013, 371, 29–35. (b) Borodko,
Y.; Humphrey, S. M.;Tilley, T. D.; Frei, H.; Somorjai. G. A. Phys.
Chem. C 2007, 111, 6288–6295. (c) Galow, T. H.; Drechsler, U.;
Hanson, J. A.; Rotello, V. M. Chem. Commun. 2002, 1076–1077.
(13) Blaser, H.-U.; Steiner, H.; Studer, M. ChemCatChem 2009, 1,
210–221. (b) Blaser, H.-U.; Siegrist, U.; Steiner, H. In Fine Chemi-
cals Through Heterogeneous Catalysis: Aromatic Nitro Compounds;
R. A. Sheldon, H. van Bekkum Eds.; Wiley: New York, 2001; pp.
389.
(14) For leading references, see: (a) Furukawa, S.; Yoshida, Y.;
Komatsu, T. ACS Catal. 2014, 4, 1441–1451. (b) Cai, S.; Duan, H.;
Rong, H.; Wang, D.; Li, L.; He, W.; Li, Y. ACS Catal. 2013, 3, 608–
612. (c) Pal, J.; Mondal, C.; Sasmal, A. K.; Ganguly, M.; Negishi, Y.;
Pal, T. ACS Appl. Mater. Interfaces 2014, 6, 9173–9184. (d) Zhao, Z.;
Yang, H.; Li, Y.; Guo, X. Green Chem. 2014, 16, 1274–1281. (e)
Jagadeesh, R. V.; Surkus, A.-E.; Junge, H.; Pohl, M.-M.; Radnik, J.;
Rabeah, J.; Huan, H.; Schünemann, V.; Brückner, A.; Beller, M. Sci-
ence, 2013, 342, 1073–1076. (f) Westerhaus, F. A.; Jagadeesh, R. V.;
Wienhöfer, G.; Pohl, M.-M.; Radnik, J.; Surkus, A.-E.; Rabeah, J.;
Junge, K.; Junge, H.; Nielsen, M.; Brückner, A.; Beller, M. Nature
Chem. 2013, 5, 537–543. (g) Mitsudome, T.; Mikami, Y.; Matoba,
M.; Mizugaki, T.; Jitsukawa, K.; Kaneda, K. Angew. Chem. Int. Ed.
2012, 51, 136–139.
*e-mail: dmichaelis@chem.byu.edu
ACKNOWLEDGMENT
We thank Brigham Young University for financial support. We
wish to thank Prof. Shu Kobayashi for permitting D.J.M. to per-
form a research exchange in his laboratories
REFERENCES
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
37
38
39
40
41
42
43
44
45
46
47
48
49
50
51
52
53
54
55
56
57
58
59
60
(1) For reviews, see: (a) Nanocatalysis: Synthesis and Applica-
tions, (eds. Polshettiwar, V.; Asefa, T.), Wiley, New Jersey, 2013.
(b) Cong, H.; Porco, Jr., J. A. ACS Catal. 2012, 2, 65–70. (c) Ya-
sukawa, T.; Miyamura, H.; Kobayashi, S. Chem. Soc. Rev. 2014, 43,
1450–1561. (d) Pachón, L. D.; Rothenberg, G. Appl. Organometal.
Chem. 2008, 22, 288–299. (e) Astruc, D. in Nanoparticles and Catal-
ysis. (Ed: D. Astruc), Wiley-VCH, Weinheim, 2008, pp. 1–48. (f)
Astruc, D.; Lu, F.; Ruiz Aranzaes, J. Angew. Chem. Int. Ed. 2005, 44,
7852–7872.
(2) For reviews, see: Na, K.; Zhang, Q.; Somorjai, G. A. J. Cluster.
Sci. 2014, 25, 83–114. (b) Zaera, F. Chem. Soc. Rev. 2013, 42, 2746–
2762. (c) Mondloch, J. E.; Bayram, E.; Finke, R. G. J. Mol. Catal. A:
Chem. 2012, 355, 1–38. (d) Gates, B. C. Chem. Rev. 1995, 95, 511–
522.
(3) (a) Tauster, S. J.; Fung, S. C.; Garten, R. L. J. Am. Chem. Soc.
1978, 100, 170–175.
(4) For reviews, see: (a) Serna, P.; Boronat, M.; Corma, A. Top.
Catal. 2011, 54, 439–466. (b) Lim, B.; Xia, Y. Angew. Chem. Int. Ed.
2011, 50, 76–85. (c) Somorjai, G. A.; Park, J. Y. Angew. Chem. Int.
Ed. 2008, 47, 9212–9228.
(5) (a) Akiyama, R.; Kobayashi, S. Angew. Chem. Int. Ed. 2001,
40, 3469–3471. (b) Akiyama, R.; Kobayashi, S. J. Am. Chem. Soc.
2003, 125, 3412–3413. For reviews, see: (c) Miyamura, H.; Koba-
yashi, S. Acc. Chem. Res. 2014, 47, 1054–1066. (d) Kobayashi, S.;
Miyamura, H. Aldrichimica Acta 2013, 46, 3–19. (e) Kobayashi, S.;
Miyamura, H. Chem. Rec. 2010, 10, 271–290. (f) Akiyama, R.; Ko-
bayashi, S. Chem Rev. 2009, 109, 594–642. (g) Shenhar, R.; Norsten,
T. B.; Rotello, V. M. Adv. Mater. 2005, 17, 657–669.
(6) (a) Soulé, J.-F.; Miyamura, H.; Kobayashi, S. J. Am. Chem.
Soc. 2013, 135, 10602–10605. (b) Miyamura, H.; Morita, M.; Inasaki,
T.; Kobayashi, S. Bull. Chem. Soc. Jpn. 2011, 84, 588–599. (c) Nish-
io, R.; Sugiura, M.; Kobayashi, S. Org. Lett. 2005, 7, 4831–4834.
(7) (a) Yuan, H.; Yoo, W.-J.; Myamura, H.; Kobayashi, S. J. Am.
Chem. Soc. 2012, 134, 13970–13973. (b) Yasukawa, T.; Miyamura,
H.; Kobayashi, S. J. Am. Chem. Soc. 2012, 134, 16963–16966. (c)
Yuan, H.; Yoo, W.-J.; Miyamura, H.; Kobayashi, S. Adv. Synth.
Catal. 2012, 354, 2899–2904. (d) Yoo, W.-J.; Miyamura, H.; Koba-
yashi, S. J. Am. Chem. Soc. 2011, 133, 3095–3103. (e) Miyamura, H.;
Matsubara, R.; Kobayashi, S. Chem. Commun. 2008, 2031–2033. (f)
Kaizuka, K.; Miyamura, H.; Kobayashi, S. J. Am. Chem. Soc. 2010,
132, 15096–15098.
(8) For reviews of bimetallic nanoparticle catalysis, see: (a) Kiely,
C. J.; He, Q.; Tiruvalam, R.; Dimitratos, N.; Forde M, M.; Sankar,
M.; Hutchings, G. J. Microsc. Microanal. 2014, 20, 74–75. (b)
Sankar, M.; Dimitratos, N.; Miedziak, P. J.; Wells, P. P. Kiely, C. J.;
Hutchings, G. J. Chem. Soc. Rev. 2012, 41, 8099–8139.
(9) (a) An, K.; Somorjai, G. A. Catal. Lett. 2015, 145, 233–248. (b)
Notar Francesco, I.; Fontaine-Vive, F.; Antoniotti, S. ChemCatChem
2014, 6, 2784–2791. (c) Calderone, V. R.; Shiju, N. R.; Curulla-Ferré,
D.; Chambrey, S.; Khodakov, A.; Rose, A.; Thiessen, J.; Jess, A.;
Rothenberg, G. Angew. Chem. Int. Ed. 2013, 52, 4397–4401. (d) Cal-
derone, V. R.; Shiju, N. R.; Curulla-Ferré, D.; Rothenberg, G. Green
Chem. 2011, 13, 1950–1959.
(15) For selected examples, see: (a) Petkar, D. R.; Kadu, D. S.;
Chikate, R. C. RCS Adv. 2014, 4, 8004–8010. (b) Ganji, S.; Enumula,
S. S.; Marella, R. K.; Rao, K. S. R.; Burri, D. R. Catal. Sci. Technol.
2014, 4, 1813–1819. (c) He, L.; Wang, L.-C.; Sun, H.; Ni, J.; Cao,
Y.; He, H.-Y.; Fan, K.-N. Angew. Chem. Int. Ed. 2009, 48, 9538–
9541.
(16) (a) Carrillo, A. I.; Stamplecoskie, K. G.; Marin, M. L.;
Scaiano, J. C. Catal. Sci. Technol. 2014, 4, 1989–1996. (b) Kim, J.
H.; Park, J. H.; Chung, Y. K.; Park, K. H. Adv. Synth. Catal. 2012,
354, 2412–2418.
(17) Gaikwad, A. V.; Boffa, V.; ten Elshof, J. E.; Rothenberg, G.
Angew. Chem. Int. Ed. 2008, 47, 5407–5410.
(18) (a) Kumar, A.; Mandal, S.; Mathew, S. P.; Selvakannan, P. R.;
Mandale, A. B.; Chaudhari, R. V.; Sastry, M. Langmuir 2002, 18,
6478–6483; (b) Ramanath, G.; DT Arcy-Gall, J.; Maddaninath, T.;
Ellis, A. V.; Ganesan, P. G.; Goswami, R.; Kumar, A.; Vijayamohan-
an, K. Langmuir 2004, 20, 5583–5587; (c) Maddanimath, T.; Kumar,
A.; DT Arcy-Gall, J.; Ganesan, P. G.; Vijayamohanan, K.; Ramanath,
G. Chem. Commun. 2005, 1435–1437; (d) Nakazawa, M.; Somorjai,
A. Appl. Surf. Sci. 1993, 68, 517–537.
(19) Miyamura, H.; Matsubara, R.; Miyazaki, Y.; Kobayashi, S.
Angew. Chem. Int. Ed. 2007, 46, 4151–4154.
(20) Since very little nanoparticle leaching is observed, we do not
believe that variations in polymer structure lead to higher concentra-
tions of active soluble nanoparticle catalysts and that the polymer
structure does in fact influence the catalytic properties of the catalyst.
(21) (a) An, K.; Somorjai, G. A. Catal. Lett. 2015, 145, 233–248.
(b) Notar Francesco, I.; Fontaine-Vive, F.; Antoniotti, S. Chem-
CatChem 2014, 6, 2784–2791. (c) An, K.; Somorjai, G. A. Chem-
CatChem 2012, 4, 1512–1524. (d) Vu, K. B.; Bukhryakov, K. V.;
Anjum, D. H.; Rodionov, V. O. ACS Catal. 2015, 5, 2529–2533.
(22) (a) Glavee, G. N.; Klabunde, K. J.; Sorensen, C. M.;
Hadjipanayis, G. C. Inorg. Chem. 1993, 32, 474–477. (b) Soulé, J.-F.;
Miyamura, H.; Kobayashi, S. J. Am. Chem. Soc. 2011, 133, 18550–
18553. (c) Liang, X.; Zhao, L. RSC Advances 2012, 2, 5485–5487. (d)
Chowdhury, A. D.; Agnihotri, N.; De, A. Chem. Eng. J. 2015, 264,
531–537.
(23) Hong, J.; Marceau, E.; Khodakov, A. Y.; Gaberová, L.; Gri-
boval-Constant, A.; Girardon, J.-S.; La Fontaine, C.; Briois, V. ACS
Catal. 2015, 5, 1273–1282.
(10) (a) Vu, K. B.; Bukhryakov, K. V.; Anjum, D. H.; Rodionov,
V. O. ACS Catal. 2015, 5, 2529–2533. (b) Yan, N.; Yuan, Y.; Dyson,
P. J. Dalton Trans. 2013, 42, 13294–13304.
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