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. 2021 May 7;60(25):14154–14162. doi: 10.1002/anie.202101035

Table 2.

Catalytic activity for the oxygenation of hydrocarbons. Overview of the obtained data for the catalytic activity of the model systems 2 a and 2 b towards various substrates.

BDE

[kcal mol−1]

Substrate→Product

TON[a]

2 a‐PF6/2 a‐OTf

TON[a]

2 b‐PF6/2 b‐OTf

75

XEN→XON

1/3

1/2

78

DHA→A

3/2

2/1

78

DHA→AQ[b]

3/2

4/5

82

DPM→Ph2CO

2/2

2/2

General remarks: Conditions: 1 equiv of 2 a or 2 b and 20, 10 or 50 equiv of XEN, DHA or DPM, respectively, were applied (cf. Section S2.8). Blind reactions were also performed using [Cu(CH3CN)4]PF6 or [Cu(CH3CN)4]OTf and O2 instead of 2 a or 2 b. All control experiments lead to poorer results compared to the activity with 2 a or 2 b (see Table S17). For abbreviations see text. [a] TON=Turnover Number; is defined as the equiv of product made per equiv of catalyst (=Cu2O complex). [b] 10 equiv of DHA were used; representing 20‐fold excess of substrate. The given TON refers to the initially formed disecondary alcohol and does not include the subsequent oxidation.