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Superbisor: Yong Huang

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1 Superbisor: Yong Huang
Exploration of Earth-Abundant Transition Metals (Fe, Co, Ni) as Catalysts in Unreactive Chemical Bond Activations Bo Su, Zhi-Chao Cao, and Zhang-Jie Shi Reporter: Li Li Superbisor: Yong Huang Acc. Chem. Res. 2015, 48, 886

2 Concept

3 Inert chemical bond activation logic

4 Table Fe catalysis Co catalysis Ni catalysis
Fe-catalyzed C-O activation Co catalysis Co-catalyzed C-O activation Ni catalysis Ni-catalyzed eheric C-O activation Ni-catalyzed esteric C-O activation Ni-catalyzed C-O activation of aryl/alkenyl carbamates. Ni-Catalyzed C-O bond activation of phenolates Ni-Catalyzed C-O activation of benzylic alcohols

5 Fe catalysis Fe-catalyzed C-O activation
J. Am. Chem. Soc. 2009,131,

6 Fe catalysis Fe-catalyzed C-O activation
Chem. Commun. 2013, 49,

7 Fe catalysis

8 Co catalysis C-O activation J. Chem. Soc. D ,1970, 847
Eur. J.Org. Chem. 2005, 2005, 989 J. Am. Chem. Soc. 2012, 134,14638

9 Ni catalysis C-O activation Chem. Commun. 2008, 1437
J. Am. Chem. Soc. 2008, 130, 3268

10 Ni catalysis Rational Design of Selective C-O Activation of Carboxylate Chem. Lett. 1976, 1091

11 Ni catalysis Selective C−O Activation of Aryl Carboxylates
J. Am. Chem. Soc. 2008, 130, 14468 Chem.Eur. J. 2010, 16, 5844 Angew. Chem., Int. Ed. 2008, 47, 10124

12 Ni catalysis Tentative Mechanism of the Ni-Catalyzed Selective C-O Activation of Aryl Carboxylates

13 Ni catalysis sp3 C-O Activation of α-Pivaloxyl Ketones
Chem. Commun. 2011, 47, 7224

14 Ni catalysis Proposed Mechanism of the Ni-Catalyzed sp3 C-O Activation of α-Pivaloxyl Ketones

15 Ni catalysis Selective sp3 C-O Activation of Aryl/Alkenyl Carbamates
Org. Lett. 2010, 12, 884

16 Ni catalysis C-O Activation of Magnesium Naphtholates
Angew. Chem. Int.Ed. 2010, 49, 4566

17 Ni catalysis Rational Design of the New Mutual Activation Concept

18 Ni catalysis C-O Activation of Sodium Naphtholates
Angew.Chem. Int. Ed. 2011, 50, 7097

19 Ni catalysis Possible Role of Et3B in the Mutual Activation.

20 Ni catalysis sp3 C-O Bond Activation of Benzylic Alcohols
J. Am. Chem. Soc. 2012, 134,14638

21 Summary Fe-, Co-, and Ni-catalyzed C-O acivation
Unveiling the relationship between their structures and their reactivity are highly needed Earth abundant transition-metal catalysis VS late transition-metal Aliphatic C-H transformations Designing new ligand for different condition

22 A H K N T S


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