Z. Wang et al.
9
. Ley SV, Stewart-Liddon AJ, Pears D, Perni RH, Treacher K
(
Table 3 Recycling of the catalyst
2006) Beilstein J Org Chem 2:15
0. Jimenez-Sanchidrian C, Ruiz JR (2014) Appl Catal
469:367–372
1. Battilocchio C, Hawkins JM, Ley SV (2013) Org Lett
5:2278–2281
2. Azua A, Mata JA, Peris E, Lamaty F, Martinez J, Colacino E
2012) Organometallics 31:3911–3919
3. Barge A, Tagliapietra S, Tei L, Cintas P, Cravotto G (2008) Curr
Org Chem 12:1588–1612
4. Deshmukh R R, Rajagopal R, Srinivasan K (2001) Chem
Commun 1544–1545
0.5 mol% Ir@CN
1
1
1
1
1
A
HCOOH
O
OH
1
Recycled No.
Yield (%)
(
1
2
3
4
97
96
92
90
1
1
1
5. Noyori R, Hashiguchi S (1997) Acc Chem Res 30:97–102
6. Palmer MJ, Wills M (1999) Tetrahedron 10:2045–2061
7. Everaere K, Mortreux A, Carpentier JF (2003) Adv Synth Catal
Reaction conditions: 4-methyl benzaldehyde, 1 mmol; water, 3.5 mL;
temperature, 100 °C; time, 18 h; HCOOH, 3.5 mmol; NaOH,
2.0 mmol; Ir@CN catalyst, 48 mg, Ir (0.5 %); yield determined by
GC analysis (C16H34 used as internal standard)
3
45:67–77
8. Wei Y, Xue D, Lei Q, Wang C, Xiao J (2013) Green Chem
5:629–634
1
1
1
9. Ikariya T, Murata K, Noyori R (2006) Org Biomol Chem
4:393–406
4
Conclusions
2
2
0. Gladiali S, Alberico E (2006) Chem Soc Rev 35:226–236
1. Samec JS, Backvall J-E, Andersson PG, Brandt P (2006) Chem
Soc Rev 35:237–248
2. Clapham SE, Hadzovic A, Morris RH (2004) Coord Chem Rev
248:2201–2237
3. Selvam P, Sonavane S, Mohapatra S, Jayaram R (2004) Adv
Synth Catal 346:542–544
4. Mizugaki T, Kanayama Y, Ebitani K, Kaneda K (1998) J Org
Chem 63:2378–2381
In summary, Ir nanocatalyst Ir@CN was developed and the
Ir@CN catalyst was highly selective for the transfer
hydrogenation of carbonyl compounds into the corre-
sponding alcohols in water. The Ir@CN catalyst was
applicable widely for the transfer hydrogenation of alde-
hydes and ketones including benzaldehyde derivatives, and
the alcohols were obtained in good to excellent yields as
the hydrogenative alkylation of C=O bonds was suppressed
effectively. Moreover, the iridium nanocatalyst Ir@CN is
highly stable, heterogeneous and reusable for the transfer
hydrogenation of aldehydes and ketones.
2
2
2
25. Chen B, Dingerdissen U, Krauter J, Lansink Rotgerink H, Mobus
K, Ostgard D, Panster P, Riermeier T, Seebald S, Tacke T (2005)
Appl Catal A 280:17–46
2
2
6. Ikariya T, Blacker AJ (2007) Acc Chem Res 40:1300–1308
7. Kohen A (2007) In: Hynes JT, Klinman JP, Limbach HH,
Schowen RL (eds) Hydrogen transfer reactions.
2
2
8. Nishide K, Node M (2002) Chirality 14:759–767
9. Enthaler S, Jackstell R, Hagemann B, Junge K, Erre G, Beller M
Acknowledgments This work was supported by the National Nat-
ural Science of Foundation of China (Grant No. 21136005), the
National High Technology Research and Development Program of
China (No. 2012AA03A606) and the Project of Priority Academic
Program Development of Jiangsu Higher Education Institutions
(
2006) J Organomet Chem 691:4652–4659
0. Zhou Z, Ma Q, Zhang A, Wu L (2011) Appl Organomet Chem
5:856–861
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PAPD, 38701001).
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