8 Earth-Abundant d-Block Metal Nanocatalysis for Coupling …
277
79. Langeslay RR, Kaphan DM, Marshall CL, Stair PC, Sattelberger AP, Delferro M (2019)
Catalytic applications of vanadium: a mechanistic perspective. Chem Rev 119(4):2128–2191.
https://doi.org/10.1021/acs.chemrev.8b00245
80. Liori AA, Stamatopoulos IK, Papastavrou AT, Pinaka A, Vougioukalakis GC (2018) A sustainable, user-friendly protocol for the Pd-free sonogashira coupling reaction. Eur J Org Chem
2018(44):6134–6139. https://doi.org/10.1002/ejoc.201800827
81. Liu Q, Xu M, Zhao J, Yang Z, Qi C, Zeng M, Wang B (2018) Microstructure and catalytic
performances of chitosan intercalated montmorillonite supported palladium (0) and copper
(II) catalysts for Sonogashira reactions. Int J Biol Macromol 113:1308–1315. https://doi.org/
10.1016/j.ijbiomac.2018.03.066
82. Liu X, Zhao X, Lu M (2015) A highly water-dispersible and magnetically separable palladium
catalyst based on functionalized poly(ethylene glycol)-supported iminophosphine for SuzukiMiyaura coupling in water. Appl Organomet Chem 29(6):419–424. https://doi.org/10.1002/
aoc.3308
83. Lukyanov BS, Lukyanova MB (2005) Spiropyrans: synthesis, properties, and application (review). Chem Heterocycl Compd 41(3):281–311. https://doi.org/10.1007/s10593-0050148-x
84. Maleki A, Aghaei M, Ghamari N (2015) Synthesis of benzimidazolo[2,3-b]quinazolinone
derivatives via a one-pot multicomponent reaction promoted by a chitosan-based composite
magnetic nanocatalyst. Chem Lett 44(3):259–261. https://doi.org/10.1246/cl.141074
85. Maleki A, Jafari AA, Yousefi S, Eskandarpour V (2015) An efficient protocol for the one-pot
multicomponent synthesis of polysubstituted pyridines by using a biopolymer-based magnetic
nanocomposite. C R Chim 18(12):1307–1312. https://doi.org/10.1016/j.crci.2015.09.002
86. Maleki A, Kamalzare M (2014) An efficient synthesis of benzodiazepine derivatives via a onepot, three-component reaction accelerated by a chitosan-supported superparamagnetic iron
oxide nanocomposite. Tetrahedron Lett 55(50):6931–6934. https://doi.org/10.1016/j.tetlet.
2014.10.120
87. Maleki A, Niksefat M, Rahimi J, Taheri-Ledari R (2019) Multicomponent synthesis
of pyrano[2,3-d]pyrimidine derivatives via a direct one-pot strategy executed by novel
designed cooperated Fe3O4@polyvinyl alcohol magnetic nanoparticles. Mater Today Chem
13:110–120. https://doi.org/10.1016/j.mtchem.2019.05.001
88. Maleki A, Zand P, Mohseni Z, Firouzi-Haji R (2018) Green composite nanostructure
(Fe 3 O 4 @PEG-SO 3 H): Preparation, characterization and catalytic performance in the efficient
synthesis of β-amino carbonyl compounds at room temperature. Nano-Struct Nano-Objects
16:31–37. https://doi.org/10.1016/j.nanoso.2018.03.012
89. Martínez-Prieto LM, Chaudret B (2018) Organometallic ruthenium nanoparticles: synthesis, surface chemistry, and insights into ligand coordination. Acc Chem Res 51(2):376–384.
https://doi.org/10.1021/acs.accounts.7b00378
90. Mei W, Wu Q (2018) Applications of Metal Nanoparticles in Medicine/Metal Nanoparticles as Anticancer Agents. In: Thota S, Crans DC (eds) Metal Nanoparticles: Synthesis
and Applications in Pharmaceutical Sciences. Wiley-VCH Verlag GmbH & Co. KGaA, pp
169–190
91. Mitrofanov AY, Murashkina AV, Martín-García I, Alonso F, Beletskaya IP (2017) Formation
of C-C, C–S and C–N bonds catalysed by supported copper nanoparticles. Catal Sci Technol
7(19):4401–4412. https://doi.org/10.1039/C7CY01343D
92. Moglie Y, Mascaró E, Nador F, Vitale C, Radivoy G (2008) Nanosized iron- or coppercatalyzed homocoupling of aryl, heteroaryl, benzyl, and alkenyl grignard reagents. Synth
Commun 38(22):3861–3874. https://doi.org/10.1080/00397910802238726
93. Mohammadi R, Kassaee MZ (2013) Sulfochitosan encapsulated nano-Fe 3 O 4 as an efficient and reusable magnetic catalyst for green synthesis of 2-amino-4H-chromen-4-yl
phosphonates. J Mol Catal A: Chem 380:152–158. https://doi.org/10.1016/j.molcata.2013.
09.027
94. Mondal S (2016) Recent advancement of Ullmann-type coupling reactions in the formation
of C-C bond. ChemTexts 2(4):17. https://doi.org/10.1007/s40828-016-0036-2
277
79. Langeslay RR, Kaphan DM, Marshall CL, Stair PC, Sattelberger AP, Delferro M (2019)
Catalytic applications of vanadium: a mechanistic perspective. Chem Rev 119(4):2128–2191.
https://doi.org/10.1021/acs.chemrev.8b00245
80. Liori AA, Stamatopoulos IK, Papastavrou AT, Pinaka A, Vougioukalakis GC (2018) A sustainable, user-friendly protocol for the Pd-free sonogashira coupling reaction. Eur J Org Chem
2018(44):6134–6139. https://doi.org/10.1002/ejoc.201800827
81. Liu Q, Xu M, Zhao J, Yang Z, Qi C, Zeng M, Wang B (2018) Microstructure and catalytic
performances of chitosan intercalated montmorillonite supported palladium (0) and copper
(II) catalysts for Sonogashira reactions. Int J Biol Macromol 113:1308–1315. https://doi.org/
10.1016/j.ijbiomac.2018.03.066
82. Liu X, Zhao X, Lu M (2015) A highly water-dispersible and magnetically separable palladium
catalyst based on functionalized poly(ethylene glycol)-supported iminophosphine for SuzukiMiyaura coupling in water. Appl Organomet Chem 29(6):419–424. https://doi.org/10.1002/
aoc.3308
83. Lukyanov BS, Lukyanova MB (2005) Spiropyrans: synthesis, properties, and application (review). Chem Heterocycl Compd 41(3):281–311. https://doi.org/10.1007/s10593-0050148-x
84. Maleki A, Aghaei M, Ghamari N (2015) Synthesis of benzimidazolo[2,3-b]quinazolinone
derivatives via a one-pot multicomponent reaction promoted by a chitosan-based composite
magnetic nanocatalyst. Chem Lett 44(3):259–261. https://doi.org/10.1246/cl.141074
85. Maleki A, Jafari AA, Yousefi S, Eskandarpour V (2015) An efficient protocol for the one-pot
multicomponent synthesis of polysubstituted pyridines by using a biopolymer-based magnetic
nanocomposite. C R Chim 18(12):1307–1312. https://doi.org/10.1016/j.crci.2015.09.002
86. Maleki A, Kamalzare M (2014) An efficient synthesis of benzodiazepine derivatives via a onepot, three-component reaction accelerated by a chitosan-supported superparamagnetic iron
oxide nanocomposite. Tetrahedron Lett 55(50):6931–6934. https://doi.org/10.1016/j.tetlet.
2014.10.120
87. Maleki A, Niksefat M, Rahimi J, Taheri-Ledari R (2019) Multicomponent synthesis
of pyrano[2,3-d]pyrimidine derivatives via a direct one-pot strategy executed by novel
designed cooperated Fe3O4@polyvinyl alcohol magnetic nanoparticles. Mater Today Chem
13:110–120. https://doi.org/10.1016/j.mtchem.2019.05.001
88. Maleki A, Zand P, Mohseni Z, Firouzi-Haji R (2018) Green composite nanostructure
(Fe 3 O 4 @PEG-SO 3 H): Preparation, characterization and catalytic performance in the efficient
synthesis of β-amino carbonyl compounds at room temperature. Nano-Struct Nano-Objects
16:31–37. https://doi.org/10.1016/j.nanoso.2018.03.012
89. Martínez-Prieto LM, Chaudret B (2018) Organometallic ruthenium nanoparticles: synthesis, surface chemistry, and insights into ligand coordination. Acc Chem Res 51(2):376–384.
https://doi.org/10.1021/acs.accounts.7b00378
90. Mei W, Wu Q (2018) Applications of Metal Nanoparticles in Medicine/Metal Nanoparticles as Anticancer Agents. In: Thota S, Crans DC (eds) Metal Nanoparticles: Synthesis
and Applications in Pharmaceutical Sciences. Wiley-VCH Verlag GmbH & Co. KGaA, pp
169–190
91. Mitrofanov AY, Murashkina AV, Martín-García I, Alonso F, Beletskaya IP (2017) Formation
of C-C, C–S and C–N bonds catalysed by supported copper nanoparticles. Catal Sci Technol
7(19):4401–4412. https://doi.org/10.1039/C7CY01343D
92. Moglie Y, Mascaró E, Nador F, Vitale C, Radivoy G (2008) Nanosized iron- or coppercatalyzed homocoupling of aryl, heteroaryl, benzyl, and alkenyl grignard reagents. Synth
Commun 38(22):3861–3874. https://doi.org/10.1080/00397910802238726
93. Mohammadi R, Kassaee MZ (2013) Sulfochitosan encapsulated nano-Fe 3 O 4 as an efficient and reusable magnetic catalyst for green synthesis of 2-amino-4H-chromen-4-yl
phosphonates. J Mol Catal A: Chem 380:152–158. https://doi.org/10.1016/j.molcata.2013.
09.027
94. Mondal S (2016) Recent advancement of Ullmann-type coupling reactions in the formation
of C-C bond. ChemTexts 2(4):17. https://doi.org/10.1007/s40828-016-0036-2