8 Earth-Abundant d-Block Metal Nanocatalysis for Coupling …
279
114. Shah AP, Sharma AS, Jain S, Shimpi NG (2018) Microwave assisted one pot three component
synthesis of propargylamines, tetra substituted propargylamines and pyrrolo[1,2-a]quinolines
using CuNPs@ZnO-PTh as a heterogeneous catalyst. New J Chem 42(11):8724–8737. https://
doi.org/10.1039/C8NJ00410B
115. Sharghi H, Aberi M (2014) Ligand-free copper(I) oxide nanoparticle catalyzed threecomponent synthesis of 2H-indazole derivatives from 2-halobenzaldehydes, amines and
sodium azide in polyethylene glycol as a green solvent. Synlett 25(8):1111–1115. https://
doi.org/10.1055/s-0033-1340979
116. Song J-Y, Zhou X, Song H, Liu Y, Zhao H-Y, Sun Z-Z, Chu W-Y (2018) Visible-light-assisted
cobalt-2-(hydroxyimino)-1-phenylpropan-1-one complex catalyzed Pd/Cu-free SonogashiraHagihara cross-coupling reaction. ChemCatChem 10(4):758–762. https://doi.org/10.1002/
cctc.201701253
117. Sonogashira K (2002) Development of Pd–Cu catalyzed cross-coupling of terminal acetylenes
with sp2-carbon halides. J Organomet Chem 653(1):46–49. https://doi.org/10.1016/S0022328X(02)01158-0
118. Swamy KCK, Kumar NNB, Balaraman E, Kumar KVPP (2009) Mitsunobu and related
reactions: advances and applications. Chem Rev 109(6):2551–2651. https://doi.org/10.1021/
cr800278z
119. Tamao K, Sumitani K, Kumada M (1972) Selective carbon-carbon bond formation by crosscoupling of Grignard reagents with organic halides. Catalysis by nickel-phosphine complexes.
J Am Chem Soc 94(12):4374–4376. https://doi.org/10.1021/ja00767a075
120. Thomas AA, Denmark SE (2016) Pre-transmetalation intermediates in the Suzuki-Miyaura
reaction revealed: the missing link. Science 352(6283):329–332. https://doi.org/10.1126/
science.aad6981
121. Thomas AM, Sujatha A, Anilkumar G (2014) Recent advances and perspectives in coppercatalyzed Sonogashira coupling reactions. RSC Adv 4(42):21688–21698. https://doi.org/10.
1039/C4RA02529F
122. Torimoto T, Kameyana T, Kuwabata S (2017) Top-down synthesis methods for nanoscale
catalysts. In: Prechtl MHG (ed) Nanocatalysis in ionic liquids. Wiley-VCH, Weinheim, pp
171–205
123. Trammell R, Rajabimoghadam K, Garcia-Bosch I (2019) Copper-promoted functionalization
of organic molecules: from biologically relevant Cu/O 2 model systems to organometallic
transformations. Chem Rev 119(4):2954–3031. https://doi.org/10.1021/acs.chemrev.8b00368
124. Tsuji J (2004) Palladium reagents and catalysts: new perspectives for the 21st century. Wiley,
West Sussex
125. Ullmann F, Bielecki J (1901) Ueber synthesen in der biphenylreihe. Ber Dtsch Chem Ges
34(2):2174–2185. https://doi.org/10.1002/cber.190103402141
126. Veisi H, Najafi S, Hemmati S (2018) Pd(II)/Pd(0) anchored to magnetic nanoparticles (Fe 3 O 4 )
modified with biguanidine-chitosan polymer as a novel nanocatalyst for Suzuki-Miyaura
coupling reactions. Int J Biol Macromol 113:186–194. https://doi.org/10.1016/j.ijbiomac.
2018.02.120
127. Wang D, Astruc D (2017) The recent development of efficient Earth-abundant transition-metal
nanocatalysts. Chem Soc Rev 46(3):816–854. https://doi.org/10.1039/C6CS00629A
128. Warner JC, Cannon AS, Dye KM (2004) Green chemistry. Environ Impact Assess Rev
24(7):775–799. https://doi.org/10.1016/j.eiar.2004.06.006
129. Wei D, Darcel C (2019) Iron catalysis in reduction and hydrometalation reactions. Chem Rev
119(4):2550–2610. https://doi.org/10.1021/acs.chemrev.8b00372
130. Wender PA (2014) Toward the ideal synthesis and molecular function through synthesisinformed design. Nat Prod Rep 31(4):433–440. https://doi.org/10.1039/C4NP00013G
131. Xia H, Xie K, Zou G (2017) Advances in spiropyrans/spirooxazines and applications based
on fluorescence resonance energy transfer (FRET) with fluorescent materials. Molecules
22(12):2236
132. Yavuz K, Kuecuekbay H (2018) Efficient and green catalytic system incorporating new
benzimidazolium salts for the Sonogashira cross-coupling reaction. Appl Organomet Chem
32(1):e3897. https://doi.org/10.1002/aoc.3897
279
114. Shah AP, Sharma AS, Jain S, Shimpi NG (2018) Microwave assisted one pot three component
synthesis of propargylamines, tetra substituted propargylamines and pyrrolo[1,2-a]quinolines
using CuNPs@ZnO-PTh as a heterogeneous catalyst. New J Chem 42(11):8724–8737. https://
doi.org/10.1039/C8NJ00410B
115. Sharghi H, Aberi M (2014) Ligand-free copper(I) oxide nanoparticle catalyzed threecomponent synthesis of 2H-indazole derivatives from 2-halobenzaldehydes, amines and
sodium azide in polyethylene glycol as a green solvent. Synlett 25(8):1111–1115. https://
doi.org/10.1055/s-0033-1340979
116. Song J-Y, Zhou X, Song H, Liu Y, Zhao H-Y, Sun Z-Z, Chu W-Y (2018) Visible-light-assisted
cobalt-2-(hydroxyimino)-1-phenylpropan-1-one complex catalyzed Pd/Cu-free SonogashiraHagihara cross-coupling reaction. ChemCatChem 10(4):758–762. https://doi.org/10.1002/
cctc.201701253
117. Sonogashira K (2002) Development of Pd–Cu catalyzed cross-coupling of terminal acetylenes
with sp2-carbon halides. J Organomet Chem 653(1):46–49. https://doi.org/10.1016/S0022328X(02)01158-0
118. Swamy KCK, Kumar NNB, Balaraman E, Kumar KVPP (2009) Mitsunobu and related
reactions: advances and applications. Chem Rev 109(6):2551–2651. https://doi.org/10.1021/
cr800278z
119. Tamao K, Sumitani K, Kumada M (1972) Selective carbon-carbon bond formation by crosscoupling of Grignard reagents with organic halides. Catalysis by nickel-phosphine complexes.
J Am Chem Soc 94(12):4374–4376. https://doi.org/10.1021/ja00767a075
120. Thomas AA, Denmark SE (2016) Pre-transmetalation intermediates in the Suzuki-Miyaura
reaction revealed: the missing link. Science 352(6283):329–332. https://doi.org/10.1126/
science.aad6981
121. Thomas AM, Sujatha A, Anilkumar G (2014) Recent advances and perspectives in coppercatalyzed Sonogashira coupling reactions. RSC Adv 4(42):21688–21698. https://doi.org/10.
1039/C4RA02529F
122. Torimoto T, Kameyana T, Kuwabata S (2017) Top-down synthesis methods for nanoscale
catalysts. In: Prechtl MHG (ed) Nanocatalysis in ionic liquids. Wiley-VCH, Weinheim, pp
171–205
123. Trammell R, Rajabimoghadam K, Garcia-Bosch I (2019) Copper-promoted functionalization
of organic molecules: from biologically relevant Cu/O 2 model systems to organometallic
transformations. Chem Rev 119(4):2954–3031. https://doi.org/10.1021/acs.chemrev.8b00368
124. Tsuji J (2004) Palladium reagents and catalysts: new perspectives for the 21st century. Wiley,
West Sussex
125. Ullmann F, Bielecki J (1901) Ueber synthesen in der biphenylreihe. Ber Dtsch Chem Ges
34(2):2174–2185. https://doi.org/10.1002/cber.190103402141
126. Veisi H, Najafi S, Hemmati S (2018) Pd(II)/Pd(0) anchored to magnetic nanoparticles (Fe 3 O 4 )
modified with biguanidine-chitosan polymer as a novel nanocatalyst for Suzuki-Miyaura
coupling reactions. Int J Biol Macromol 113:186–194. https://doi.org/10.1016/j.ijbiomac.
2018.02.120
127. Wang D, Astruc D (2017) The recent development of efficient Earth-abundant transition-metal
nanocatalysts. Chem Soc Rev 46(3):816–854. https://doi.org/10.1039/C6CS00629A
128. Warner JC, Cannon AS, Dye KM (2004) Green chemistry. Environ Impact Assess Rev
24(7):775–799. https://doi.org/10.1016/j.eiar.2004.06.006
129. Wei D, Darcel C (2019) Iron catalysis in reduction and hydrometalation reactions. Chem Rev
119(4):2550–2610. https://doi.org/10.1021/acs.chemrev.8b00372
130. Wender PA (2014) Toward the ideal synthesis and molecular function through synthesisinformed design. Nat Prod Rep 31(4):433–440. https://doi.org/10.1039/C4NP00013G
131. Xia H, Xie K, Zou G (2017) Advances in spiropyrans/spirooxazines and applications based
on fluorescence resonance energy transfer (FRET) with fluorescent materials. Molecules
22(12):2236
132. Yavuz K, Kuecuekbay H (2018) Efficient and green catalytic system incorporating new
benzimidazolium salts for the Sonogashira cross-coupling reaction. Appl Organomet Chem
32(1):e3897. https://doi.org/10.1002/aoc.3897