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. Author manuscript; available in PMC: 2009 Jan 14.
Published in final edited form as: J Am Chem Soc. 2007 Feb 22;129(11):3408–3419. doi: 10.1021/ja066362+

Table 8.

Competition Experiments Between Amides with Different Electronic Properties

graphic file with name nihms-61943-t0114.jpg

Entry X Y R ratio of X:Ya IR stretch of RCO cm-1
1 -OMe -NO2 -NEt2 1:1 1622
2 -OEt -OMe -NEt2 1:1.1 1625
3 -OEt -OMe graphic file with name nihms-61943-t0115.jpg 22:1 1635
4 -OEt -OMe graphic file with name nihms-61943-t0116.jpg 19:1 1683
a

determined by 1H NMR spectroscopy - average of two runs