Page 9 of 10
The Journal of Organic Chemistry
(
(
(
3)
Du, X.; Huang, Z. Advances in Base-Metal-Catalyzed
Supported and Unsupported Ni Nanoparticles: Strong
Influence of the Ni Environment on Activity and Selectivity.
Catal. Sci. Technol. 2019, 9 (7), 1555–1558.
Zhang, Z.; Bai, L.; Hu, X. Alkene Hydrosilylation Catalyzed
by Easily Assembled Ni(Ii)-Carboxylate MOFs. Chem. Sci.
2019, 10 (13), 3791–3795.
Cao, L.; Lin, Z.; Peng, F.; Wang, W.; Huang, R.; Wang, C.;
Yan, J.; Liang, J.; Zhang, Z.; Zhang, T.; et al. Self-Supporting
Metal–Organic Layers as Single-Site Solid Catalysts. Angew.
Chemie Int. Ed. 2016, 55 (16), 4962–4966.
Galeandro-Diamant, T.; Zanota, M.-L.; Sayah, R.; Veyre, L.;
Nikitine, C.; de Bellefon, C.; Marrot, S.; Meille, V.;
Thieuleux, C. Platinum Nanoparticles in Suspension Are as
Efficient as Karstedt’s Complex for Alkene Hydrosilylation.
Chem. Commun. 2015, 51 (90), 16194–16196.
Azuma, R.; Nakamichi, S.; Kimura, J.; Yano, H.; Kawasaki,
H.; Suzuki, T.; Kondo, R.; Kanda, Y.; Shimizu, K.; Kato, K.;
et al. Solution Synthesis of N,N-Dimethylformamide-
Stabilized Iron-Oxide Nanoparticles as an Efficient and
Recyclable Catalyst for Alkene Hydrosilylation.
ChemCatChem 2018, 10 (11), 2378–2382.
Buslov, I.; Song, F.; Hu, X. An Easily Accessed Nickel
Nanoparticle Catalyst for Alkene Hydrosilylation with
Tertiary Silanes. Angew. Chemie Int. Ed. 2016, 55 (40),
12295–12299.
Bao, Y.; An, W.; Turner, C. H.; Krishnan, K. M. The Critical
Role of Surfactants in the Growth of Cobalt Nanoparticles.
Langmuir 2010, 26 (1), 478–483.
Liakakos, N.; Cormary, B.; Li, X.; Lecante, P.; Respaud, M.;
Maron, L.; Falqui, A.; Genovese, A.; Vendier, L.; Koïnis, S.;
et al. The Big Impact of a Small Detail: Cobalt Nanocrystal
Polymorphism as a Result of Precursor Addition Rate
during Stock Solution Preparation. J. Am. Chem. Soc. 2012,
134 (43), 17922–17931.
Zacharaki, E.; Kalyva, M.; Fjellvåg, H.; Sjåstad, A. O. Burst
Nucleation by Hot Injection for Size Controlled Synthesis of
ε-Cobalt Nanoparticles. Chem. Cent. J. 2016, 10 (1), 10.
Osuna, J.; de Caro, D.; Amiens, C.; Chaudret, B.; Snoeck, E.;
Respaud, M.; Broto, J.-M.; Fert, A. Synthesis,
Characterization, and Magnetic Properties of Cobalt
Nanoparticles from an Organometallic Precursor. J. Phys.
Chem. 1996, 100 (35), 14571–14574.
Respaud, M.; Broto, J. M.; Rakoto, H.; Fert, A. R.; Thomas,
L.; Barbara, B.; Verelst, M.; Snoeck, E.; Lecante, P.; Mosset,
A.; et al. Surface Effects on the Magnetic Properties of
Ultrafine Cobalt Particles. Phys. Rev. B 1998, 57 (5), 2925–
2935.
Yang, H. T.; Shen, C. M.; Wang, Y. G.; Su, Y. K.; Yang, T. Z.;
Gao, H. J. Stable Cobalt Nanoparticles Passivated with Oleic
Acid and Triphenylphosphine. Nanotechnology 2003, 15 (1),
70–74.
Sandl, S.; Schwarzhuber, F.; Pöllath, S.; Zweck, J.; Wangelin,
A. J. von. Olefin-Stabilized Cobalt Nanoparticles for C=C,
C=O, and C=N Hydrogenations. Chem. – A Eur. J. 2018, 24
(14), 3403–3407.
Zola, A. S.; Ribeiro, R. U.; Bueno, J. M. C.; Zanchet, D.;
Arroyo, P. A. Cobalt Nanoparticles Prepared by Three
Different Methods. J. Exp. Nanosci. 2014, 9 (4), 398–405.
Baudouin, D.; Szeto, K. C.; Laurent, P.; De Mallmann, A.;
Fenet, B.; Veyre, L.; Rodemerck, U.; Copéret, C.; Thieuleux,
C. Nickel–Silicide Colloid Prepared under Mild Conditions
as a Versatile Ni Precursor for More Efficient CO2
Reforming of CH4 Catalysts. J. Am. Chem. Soc. 2012, 134
(51), 20624–20627.
Tondreau, A. M.; Atienza, C. C. H.; Darmon, J. M.;
Milsmann, C.; Hoyt, H. M.; Weller, K. J.; Nye, S. A.; Lewis,
K. M.; Boyer, J.; Delis, J. G. P.; et al. Synthesis, Electronic
Structure, and Alkene Hydrosilylation Activity of
Terpyridine and Bis(Imino)Pyridine Iron Dialkyl
Complexes. Organometallics 2012, 31 (13), 4886–4893.
Belyakova, Z. V; Pomerantseva, M. G.; Efimova, L. A.;
Chernyshev, E. A.; Storozhenko, P. A. Effect of Catalysts on
1
2
3
4
5
6
7
8
9
1
1
1
1
1
1
1
1
1
1
2
2
2
2
2
2
2
2
2
2
3
3
3
3
3
3
3
3
3
3
4
4
4
4
4
4
4
4
4
4
5
5
5
5
5
5
5
5
5
5
6
Alkene Hydrosilylation. ACS Catal. 2017, 7 (2), 1227–1243.
Sun, J.; Deng, L. Cobalt Complex-Catalyzed Hydrosilylation
of Alkenes and Alkynes. ACS Catal. 2016, 6 (1), 290–300.
Bart, S. C.; Lobkovsky, E.; Chirik, P. J. Preparation and
Molecular and Electronic Structures of Iron(0) Dinitrogen
and Silane Complexes and Their Application to Catalytic
Hydrogenation and Hydrosilation. J. Am. Chem. Soc. 2004,
4)
5)
(21)
(22)
1
26 (42), 13794–13807.
(
(
6)
7)
Hojilla Atienza, C. C.; Tondreau, A. M.; Weller, K. J.; Lewis,
K. M.; Cruse, R. W.; Nye, S. A.; Boyer, J. L.; Delis, J. G. P.;
Chirik, P. J. High-Selectivity Bis(Imino)Pyridine Iron
Catalysts for the Hydrosilylation of 1,2,4-
Trivinylcyclohexane. ACS Catal. 2012, 2 (10), 2169–2172.
Pappas, I.; Treacy, S.; Chirik, P. J. Alkene Hydrosilylation
Using Tertiary Silanes with α-Diimine Nickel Catalysts.
Redox-Active Ligands Promote a Distinct Mechanistic
Pathway from Platinum Catalysts. ACS Catal. 2016, 6 (7),
(23)
(24)
0
1
2
3
4
5
6
7
8
9
0
1
2
3
4
5
6
7
8
9
0
1
2
3
4
5
6
7
8
9
0
1
2
3
4
5
6
7
8
9
0
1
2
3
4
5
6
7
8
9
0
4
105–4109.
(
(
8)
9)
Schuster, C. H.; Diao, T.; Pappas, I.; Chirik, P. J. Bench-
Stable, Substrate-Activated Cobalt Carboxylate Pre-
Catalysts for Alkene Hydrosilylation with Tertiary Silanes.
ACS Catal. 2016, 6 (4), 2632–2636.
Tondreau, A. M.; Atienza, C. C. H.; Weller, K. J.; Nye, S. A.;
Lewis, K. M.; Delis, J. G. P.; Chirik, P. J. Iron Catalysts for
Selective Anti-Markovnikov Alkene Hydrosilylation Using
Tertiary Silanes. Science (80-. ). 2012, 335 (6068), 567 LP –
570.
Buslov, I.; Keller, S. C.; Hu, X. Alkoxy Hydrosilanes As
Surrogates of Gaseous Silanes for Hydrosilylation of
Alkenes. Org. Lett. 2016, 18 (8), 1928–1931.
Basu, D.; Gilbert-Wilson, R.; Gray, D. L.; Rauchfuss, T. B.;
Dash, A. K. Fe and Co Complexes of Rigidly Planar
Phosphino-Quinoline-Pyridine Ligands for Catalytic
Hydrosilylation and Dehydrogenative Silylation.
Organometallics 2018, 37 (16), 2760–2768.
Chen, J.; Xi, T.; Lu, Z. 10 Gram-Scale Synthesis of a Chiral
Oxazoline Iminopyridine Ligand and Its Applications. Org.
Chem. Front. 2018, 5 (2), 247–253.
Lee, K. L. (Aminomethyl)Pyridine Complexes for the
Cobalt-Catalyzed Anti-Markovnikov Hydrosilylation of
Alkoxy- or Siloxy(Vinyl)Silanes with Alkoxy- or
Siloxyhydrosilanes. Angew. Chemie Int. Ed. 2017, 56 (13),
3665–3669.
Liu, Y.; Deng, L. Mode of Activation of Cobalt(II) Amides
for Catalytic Hydrosilylation of Alkenes with Tertiary
Silanes. J. Am. Chem. Soc. 2017, 139 (5), 1798–1801.
Noda, D.; Tahara, A.; Sunada, Y.; Nagashima, H. Non-
Precious-Metal Catalytic Systems Involving Iron or Cobalt
Carboxylates and Alkyl Isocyanides for Hydrosilylation of
Alkenes with Hydrosiloxanes. J. Am. Chem. Soc. 2016, 138
(25)
(26)
(27)
(
(
10)
11)
(28)
(29)
(
(
12)
13)
(30)
(14)
(
15)
(31)
(
8), 2480–2483.
(32)
(
(
16)
17)
Sanagawa, A.; Nagashima, H. Cobalt(0) and Iron(0)
Isocyanides as Catalysts for Alkene Hydrosilylation with
Hydrosiloxanes. Organometallics 2018, 37 (17), 2859–2871.
Chen, J.; Guo, J.; Lu, Z. Recent Advances in
Hydrometallation of Alkenes and Alkynes via the First Row
Transition Metal Catalysis. Chinese J. Chem. 2018, 36 (11),
(33)
(34)
1
075–1109.
(18)
Mitsudome, T.; Fujita, S.; Sheng, M.; Yamasaki, J.;
Kobayashi, K.; Yoshida, T.; Maeno, Z.; Mizugaki, T.;
Jitsukawa, K.; Kaneda, K. Air-Stable and Reusable Cobalt
Ion-Doped Titanium Oxide Catalyst for Alkene
Hydrosilylation. Green Chem. 2019, 21 (16), 4566–4570.
Hilal, H. S.; Suleiman, M. A.; Jondi, W. J.; Khalaf, S.;
Masoud, M. M. Poly(Siloxane)-Supported
Decacarbonyldimanganese(0) Catalyst for Terminal Olefin
Hydrosilylation Reactions: The Effect of the Support on the
Catalyst Selectivity, Activity and Stability. J. Mol. Catal. A
Chem. 1999, 144 (1), 47–59.
(
19)
(35)
(36)
(20)
Galeandro-Diamant, T.; Suleimanov, I.; Veyre, L.; Bousquié,
M.; Meille, V.; Thieuleux, C. Alkene Hydrosilylation with
ACS Paragon Plus Environment