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Carboxylation of C - H Bonds Using N -Heterocyclic Carbene Gold(I) Complexes

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. Dang, L.; Lin, Z.; Marder, T. B. Organometallics 2010 , 29 , 917. 1~4 h.

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Carboxylation of C - H Bonds Using N -Heterocyclic Carbene Gold(I) Complexes

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  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. 1~4 h Ukai, K.; Aoki, M.; Takaya, J.; Iwasawa,N. J. Am. Chem. Soc. 2006, 128, 8706.

  3. a Conditions: 1 mmol of 2a, 1.05 mmol of KOH, pCO2 ) 1.5 bar, 5 mL of THF, t = 12 h. bTurnover frequency determined after 2 h, defined as mol of acid per mol of Au per hour. c Yield of isolated product.

  4. aYields are isolated and average of two runs. bReaction performed using [(ItBu)AuOH].

  5. aYields are isolated and average of two runs. bReaction performed using 2 equivalents of KOH.

  6. pKaDMSO of (IPr)AuOH = 30.3 pKaDMSO of (ItBu)AuOH = 32.4

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