8 Earth-Abundant d-Block Metal Nanocatalysis for Coupling …
263
R 1
X
X = I, Br, Cl
R 1 = H, NO 2 , Cl, OMe, CHO, CN
R 2 = Ph, COOMe
(R 1 in different positions)
+
R 2
[Co-MS@MNPs/CS]
(1.1 mol% Co)
K 3 PO 4
PEG
80 °C, 1 h
R 1
R 2
Isolated yields: 15-90%
Scheme 8.10 Heck–Mizoroki-type couplings catalyzed by Co(II) supported on functionalized
Fe 3 O 4 nanoparticles (see Scheme 8.9) [61]
MgBr
R 1
R 1 = 4-Me, 4-OMe, 2-Me, 2,6-Me 2
X = Cl, Br, I, CH 2 -CH 2 -Br
n = 0, 1, 2
+
n
X
Br
Br
6
[FeNPs] (5 mol%), Et 2 O
PEG, 45 °C, 0.5 h
R 2
R 1
R 2 = (a)cyclic alkyl group
Conversion: 30-94%
Scheme 8.11 C(sp 2 )–C(sp 3 ) cross-coupling catalyzed by FeNPs stabilized by PEG [12]
Fig. 8.6 TEM image corresponding to FeNPs generated in situ from FeCl 3 in the presence of
1,6-bis(diphenylphosphino)hexane with 4-MeC 6 H 4 MgBr. Reproduced with permission of ROYAL
SOCIETY OF CHEMISTRY in the format Book via Copyright Clearance Center, license no.
4640081165587 [12]
263
R 1
X
X = I, Br, Cl
R 1 = H, NO 2 , Cl, OMe, CHO, CN
R 2 = Ph, COOMe
(R 1 in different positions)
+
R 2
[Co-MS@MNPs/CS]
(1.1 mol% Co)
K 3 PO 4
PEG
80 °C, 1 h
R 1
R 2
Isolated yields: 15-90%
Scheme 8.10 Heck–Mizoroki-type couplings catalyzed by Co(II) supported on functionalized
Fe 3 O 4 nanoparticles (see Scheme 8.9) [61]
MgBr
R 1
R 1 = 4-Me, 4-OMe, 2-Me, 2,6-Me 2
X = Cl, Br, I, CH 2 -CH 2 -Br
n = 0, 1, 2
+
n
X
Br
Br
6
[FeNPs] (5 mol%), Et 2 O
PEG, 45 °C, 0.5 h
R 2
R 1
R 2 = (a)cyclic alkyl group
Conversion: 30-94%
Scheme 8.11 C(sp 2 )–C(sp 3 ) cross-coupling catalyzed by FeNPs stabilized by PEG [12]
Fig. 8.6 TEM image corresponding to FeNPs generated in situ from FeCl 3 in the presence of
1,6-bis(diphenylphosphino)hexane with 4-MeC 6 H 4 MgBr. Reproduced with permission of ROYAL
SOCIETY OF CHEMISTRY in the format Book via Copyright Clearance Center, license no.
4640081165587 [12]