]>Biomimetic Modeling of Copper Complexes: A Study of Enantioselective Catalytic Oxidation on <mml:math xmlns:mml="http://www.w3.org/1998/Math/MathML"><mml:mi>D</mml:mi></mml:math>-(+)-Catechin and <mml:math xmlns:mml="http://www.w3.org/1998/Math/MathML"><mml:mi>L</mml:mi></mml:math>-(<mml:math xmlns:mml="http://www.w3.org/1998/Math/MathML"><mml:mo>−</mml:mo></mml:math>)-Epicatechin with Copper Complexes : Table 1
Table 1: Kinetic parameters for the stereoselective oxidations of 𝐷 -(+)-catechin and 𝐿 -(–)-epicatechin in methanol-aqueous phosphate buffer, pH 7.0 at 2 0 ± 0 . 1 C.

Complexes 𝐾 M ( M ) 𝑘 c a t ( s 1 ) 𝑘 c a t / 𝐾 M ( M 1 s 1 ) 𝑅 %
Substrate

[ C u 2 ( 𝑅 - D A B N - 4 B z 4 ) ] 4 +
𝐷 -(+)-catechin ( 2 . 0 0 ± 0 . 3 3 ) × 1 0 5 ( 1 . 2 1 ± 0 . 7 5 ) × 1 0 2 604 3 2 . 0
𝐿 -(–)-epicatechin ( 1 . 2 0 ± 0 . 3 1 ) × 1 0 5 ( 1 . 4 1 ± 0 . 9 6 ) × 1 0 2 1169
[ C u 3 ( 𝑅 - D A B N - 4 B z 4 ) ] 6 +
𝐷 -(+)-catechin ( 1 . 3 3 ± 0 . 3 2 ) × 1 0 5 ( 1 . 8 5 ± 0 . 1 2 ) × 1 0 2 138732.8
𝐿 -(–)-epicatechin ( 3 . 9 3 ± 0 . 9 4 ) × 1 0 5 ( 2 . 7 5 ± 0 . 3 1 ) × 1 0 2 701
[ C u 2 ( 𝐿 - L y s - 4 B z 4 ) ] 4 +
𝐷 -(+)-catechin ( 1 . 1 4 ± 0 . 3 8 ) × 1 0 5 ( 1 . 8 6 ± 0 . 1 8 ) × 1 0 2 163246.0
𝐿 -(–)-epicatechin ( 2 . 9 5 ± 0 . 7 5 ) × 1 0 5 ( 1 . 7 8 ± 0 . 1 7 ) × 1 0 2 604
[ C u 3 ( 𝐿 - L y s - 4 B z 4 ) ] 6 +
𝐷 -(+)-catechin ( 1 . 3 7 ± 0 . 3 3 ) × 1 0 5 ( 2 . 0 1 ± 0 . 0 2 ) × 1 0 2 147060.4
𝐿 -(–)-epicatechin ( 1 . 0 2 ± 0 . 2 6 ) × 1 0 4 ( 3 . 7 1 ± 0 . 5 8 ) × 1 0 2 363
[ C u 2 ( 𝑅 - D A B N - 3 I m 4 ) ] 4 +
𝐷 -(+)-catechin ( 2 . 1 9 ± 0 . 7 0 ) × 1 0 5 ( 1 . 0 9 ± 0 . 1 5 ) × 1 0 2 4987.2
𝐿 -(–)-epicatechin ( 1 . 9 6 ± 0 . 5 8 ) × 1 0 5 ( 8 . 4 4 ± 0 . 6 9 ) × 1 0 3 431
[ C u 3 ( 𝑅 - D A B N - 3 I m 4 ) ] 6 +
𝐷 -(+)-catechin ( 1 . 0 1 ± 0 . 3 2 ) × 1 0 5 ( 5 . 1 0 ± 0 . 3 9 ) × 1 0 3 507 42.6
𝐿 -(–)-epicatechin ( 3 . 5 1 ± 1 . 0 5 ) × 1 0 5 ( 7 . 1 5 ± 0 . 8 0 ) × 1 0 3 204
[ C u 2 ( 𝑅 - D A B N - 𝐿 - A l a - B z 4 ) ] 4 +
𝐷 -(+)-catechin ( 3 . 6 0 ± 0 . 3 6 ) × 1 0 5 ( 2 . 7 7 ± 0 . 1 1 ) × 1 0 2 7698.8
𝐿 -(–)-epicatechin ( 4 . 8 1 ± 0 . 3 7 ) × 1 0 5 ( 3 . 1 0 ± 0 . 1 1 ) × 1 0 2 644
[ C u 3 ( 𝑅 - D A B N - 𝐿 - A l a - B z 4 ) ] 6 +
𝐷 -(+)-catechin ( 5 . 0 5 ± 0 . 4 8 ) × 1 0 5 ( 6 . 4 6 ± 0 . 1 5 ) × 1 0 2 12805.3
𝐿 -(–)-epicatechin ( 5 . 0 8 ± 0 . 3 7 ) × 1 0 5 ( 5 . 8 4 ± 0 . 1 0 ) × 1 0 2 1150
[ C u 2 ( L 6 6 ) ] 4 +
𝐷 -(+)-catechin ( 6 . 6 9 ± 1 . 0 6 ) × 1 0 5 ( 7 . 5 7 ± 0 . 6 0 ) × 1 0 2 11311.9
𝐿 -(–)-epicatechin ( 4 . 0 8 ± 0 . 8 1 ) × 1 0 5 ( 4 . 4 4 ± 0 . 1 3 ) × 1 0 2 1088