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. Author manuscript; available in PMC: 2016 Jan 19.
Published in final edited form as: Angew Chem Int Ed Engl. 2014 Nov 25;54(4):1312–1315. doi: 10.1002/anie.201410322

Table 1.

Examining organic hydrogen acceptors for oxidative esterification.[a]

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graphic file with name nihms647078t1.jpg graphic file with name nihms647078t2.jpg graphic file with name nihms647078t3.jpg graphic file with name nihms647078t4.jpg graphic file with name nihms647078t5.jpg
47% (5.9:1) 35% (4.4:1)[c] 12% (2.4:1) 78% (8.7:1)[e] 95% (48:1)[f]
98% (5.5:1)[b] 10% (>99:1)[c, d]
[a]

Conditions: 0.1 mmol 1a, 0.1 mmol 2a, 0.2 M. Yields were determined by GC analysis using dodecane as an internal standard. IPr = 1,3-Bis(2,6- diisopropylphenyl)imidazole-2-ylidene. Yield of product 4a is shown, and the ratio of 4a:5a is shown in parentheses.

[b]

Using 2.5 equivalents of 1a.

[c]

Reaction performed at 80 °C.

[d]

Using 100 equivalents of 3a.

[e]

Using 3 equivalents of 3c.

[f]

Reaction performed at 30 °C.