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Carboxylation of C-H Bonds Using N-Heterocyclic Carbene Gold(I) Complexes Boogaerts, I. F.; Nolan, S. P. J. Am. Chem. Soc. 2010, 132, 8858–8859.

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Presentation on theme: "Carboxylation of C-H Bonds Using N-Heterocyclic Carbene Gold(I) Complexes Boogaerts, I. F.; Nolan, S. P. J. Am. Chem. Soc. 2010, 132, 8858–8859."— Presentation transcript:

1 Carboxylation of C-H Bonds Using N-Heterocyclic Carbene Gold(I) Complexes Boogaerts, I. F.; Nolan, S. P. J. Am. Chem. Soc. 2010, 132, 8858–8859

2 Dang, L.; Lin, Z.; Marder, T. B. Organometallics 2010, 29, 917. Ukai, K.; Aoki, M.; Takaya, J.; Iwasawa,N. J. Am. Chem. Soc. 2006, 128, 8706. 1~4 h

3 a Conditions: 1 mmol of 2a, 1.05 mmol of KOH, pCO 2 ) 1.5 bar, 5 mL of THF, t = 12 h. b Turnover frequency determined after 2 h, defined as mol of acid per mol of Au per hour. c Yield of isolated product.

4

5 a Yields are isolated and average of two runs. b Reaction performed using [(ItBu)AuOH].

6 a Yields are isolated and average of two runs. b Reaction performed using 2 equivalents of KOH.

7 pKa DMSO of (IPr)AuOH = 30.3 pKa DMSO of (ItBu)AuOH = 32.4


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