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. 2015 Jun 1;137(24):7903–7914. doi: 10.1021/jacs.5b04034

Table 2. Bis(imino)pyridine Substituent Effects on the Time to Reach >98% Conversion in the [2π + 2π] Cycloaddition of N,N-Diallyl-4-fluoroaniline.

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entry [Co] time (h)a
1 (iPrPDI)CoN2 (1) 8
2 (TricPDI)CoN2 (2) 1
3 (EtPDI)CoN2 (3) 44
4 (MePDI)CoN2 (4) 60
5 (iPrEtPDI)CoN2 (5) >72b
6 (iPriPrPDI)CoN2 (6) >72c
7 4-pyrr-(iPrPDI)CoN2 (7) 36d
a

Time to >98% conversion.

b

41% conversion at 72 h.

c

7% conversion at 72 h.

d

48% cycloaddition and 52% alkene isomerization products.