Table 1 Optimization of reaction conditions.

From: Organopolymer with dual chromophores and fast charge-transfer properties for sustainable photocatalysis

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Entrya

Reductant

Solvent

Yield (%)b

1

i-Pr2NEt

NMP

47c

2

i-Pr2NEt

2-MeTHF

5

3

i-Pr2NEt

Chloroform

14

4

i-Pr2NEt

Acetone

15

5

i-Pr2NEt

Acetonitrile

23

6

i-Pr2NEt

DMSO

45

7

i-Pr2NEt

Water

41d

8

i-Pr2NEt

3 wt% aq. SDS

32d

9

HE

NMP

100e

10

1.5 equiv HE

Acetone

92 f

  1. HE  Hantzsch ester, 2-MeTHF  2-methyltetrahydrofuran
  2. aConditions: 4a (0.25 mmol), MPC-1–0 (1 mol% approximating the molecular weight as 1529 g mol−1 for the ideal constitutional unit), reductant (0.25 mmol), solvent (0.5 mL, argon-sparged), argon atmosphere, 10 × 75 mm borosilicate test tube (spin-vane-equipped, septum/PTFE-tape-sealed), blue LED irradiation, 37 °C, 1 h, unless otherwise noted
  3. bDetermined by 1H NMR
  4. cAverage of two runs (44 and 49%)
  5. dPurely aqueous and surfactant reaction media suffered from solution turbidity and/or clumping of solids, which prevented reactions from going to completion and led to aliquots being unrepresentative of progress in the overall mixture
  6. e81% at 5 min
  7. fIsolated yield after 3 h
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