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ACS Catalysis
the first partial hydrogenation of naphthols to tetrahy-
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dronaphthols with a high selectivity for the hydrogena-
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products in good to excellent yields. Compared with those
heterogeneous systems, this new, atom economical cata-
lytic protocol exhibits s higher selectivity with a broader
substrate scope. The fact that the methoxyl- and amino-
analogs showed no or little reactivity suggests that a hy-
droxyl group is necessary and the reaction may proceed
via the keto tautomer. Further investigations on the syn-
thetic implications of these efficient homogeneous cata-
lytic systems and the detailed mechanisms of the reac-
8
. Zhou et al. reported a method for hydrogenation of phenols to
alcohols by [Rh(COD)Cl] , however, mechanistic studies revealed
2
that the actual catalyst in this process may be rhodium
nanoparticles generated from the complex [Rh(COD)Cl] in situ
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ASSOCIATED CONTENT
Supporting Information.
The Supporting Information is available free of charge on the
ACS Publications website at DOI:
Experimental details and characterization data Crystallo-
graphic data
Shimon, L. J. W.; Milstein, D. Nat. Chem. 2011, 3, 609-614; (h)
Ito, M.; Ootsuka, T.; Watari, R.; Shiibashi, A.; Himizu, A.;
Ikariya, T. J. Am. Chem. Soc. 2011, 133, 4240-4242.
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AUTHOR INFORMATION
Corresponding Author
1
36, 4974-4991; (d) Zhao, B.; Han, Z.; Ding, K. Angew. Chem.
Int. Ed. 2013, 52, 4744-4788; (e) Nielsen, M.; Alberico, E.;
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Homogeneous Hydrogenation; De Vries, J. G.; Elsevier, C. J.;
WILEY-VCH Verlag GmbH & Co. KGaA: Weinheim, 2008; p
*
Notes
The authors declare no competing financial interest.
1
53; (g) Sandoval, C. A.; Ohkuma, T.; Muñiz, K.; Noyori, R. J.
Am. Chem. Soc. 2003, 125, 13490-13503; (h) Blum, Y.; Czarkie,
D.; Rahamim, Y.; Shvo, Y. Organometallics 1985, 4, 1459-1461.
11. (a) Bruneau-Voisine, A.; Wang, D.; Roisnel, T.; Darcel, C.;
Sortais, J.-B. Catal. Commun. 2017, 92, 1-4; (b) Pan, Y.; Pan, C.-
L.; Zhang, Y.; Li, H.; Min, S.; Guo, X.; Zheng, B.; Chen, H.;
Anders, A.; Lai, Z.; Zheng, J.; Huang, K.-W. Chem. - Asian J.
2016, 11, 1357-1360; (c) Roesler, S.; Obenauf, J.; Kempe, R. J.
Am. Chem. Soc. 2015, 137, 7998-8001; (d) Chen, T.; Li, H.; Qu,
S.; Zheng, B.; He, L.; Lai, Z.; Wang, Z.-X.; Huang, K.-W.
Organometallics 2014, 33, 4152-4155; (e) He, L.-P.; Chen, T.;
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ACKNOWLEDGMENT
Financial support was provided by King Abdullah University
of Science and Technology (KAUST).
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