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. Author manuscript; available in PMC: 2019 Nov 20.
Published in final edited form as: Acc Chem Res. 2018 Nov 7;51(11):2641–2652. doi: 10.1021/acs.accounts.8b00414

Table 1.

Rate Constants for Different Lewis Acids Ranked by Acceptor Number

k2 (M−1 s−1)
Lewis acid (A.N.)a DTBP xanthene
MnV(O)(TBP8Cz)
none 2.9 ± 0.1 (1.8 ± 0.2) × 10−3
TFA (40) (9 ± 1) × 10−4
Zn2+ (68) 17 ± 1 (8.1 ± 0.4) × 10−3
HBArF (102) (1.9 ± 0.2) × 10−2
B(C6F5)3 (82) 107 ± 8 (5.5 ± 0.3) × 10−2
MnV(O)(tpfc)
none 45 ± 0.3
TFA 32.6 ± 0.5
Zn2+ 943 ± 26
Sc3+ 27.3 ± 0.7
Yb3+ 42 ± 2
Ca2+ 1386 ± 5
B(C6F5)3 271 ± 6
a

A.N. = acceptor number, which is proportional to the Lewis acid strength (see ref 21).