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. Author manuscript; available in PMC: 2024 Aug 10.
Published in final edited form as: Chem. 2023 Jun 7;9(8):2128–2143. doi: 10.1016/j.chempr.2023.05.013

Table 1.

PFEx catalyst screen.

graphic file with name nihms-1992670-t0008.jpg

Entry Catalyst pKaH (MeCN) Time (h) Conversion (%)a

1 P4-tBu 42.7 1 >99
2 P2-tBu 33.5 1.5 >99
3 TBD 26.2 5 >99
4 BTMG ~26 14 91
5 DBU 24.3 14 80
6 P1-tBu 26.9 14 10
7 TMG 23.7 14 9
8 DPG 18.8 14 Trace
9 BEMP 27.5 14 66
10 MTBD 25.0 14 64
11 DMAP 18.0 14 0
12 b TBD 26.2 2 >99
13c TBD 26.2 7 16
14d TBD 26.2 7 20

Reactions were conducted on a 0.10 mmol scale in acetonitrile (0.25 M). Refer to supplementary information Figure S4 for a list of catalyst structures.

[a]

Conversions were determined by 31P NMR and 19F NMR.

[b]

1.20 equiv HMDS and 3, 5-dimethyphenol in MeCN (0.5 M) were employed.

[c]

HMDS was replaced with Et3N (1.0 equiv).

[d]

Without HMDS.