Abstract
In this work, we have successfully synthesized four types of ionic liquid-mediated Pd nanocatalysts and performed the physiochemical analysis of the developed Pd-based nanocatalysts using a transmission electron microscope (TEM), X-Ray diffraction analysis (XRD), X-ray photoelectron spectroscopy (XPS), and atomic absorption spectroscopy (AAS) analysis. The well-dispersed and fine Pd nanoparticles were recorded in the ILPdNPs-4 catalytic system. We used this catalytic system to reduce a series of aliphatic and aromatic compounds with nitro groups and developed various biologically active amine molecules. In the continuation of the same, we also reduced nitrolactone, which is considered one of the important starting materials for the synthesis of renin inhibitor aliskiren (Tekturna®, and worldwide as Rasilez®). We also completed the catalyst stability test and recycled the ILPdNPs-4 catalytic system for up to eight runs. No sign of metal leaching, Pd black formation, and agglomeration was recorded during recycling runs.
Graphical Abstract
[http://dx.doi.org/10.1021/acssuschemeng.2c04955]
[http://dx.doi.org/10.1021/acs.oprd.6b00205]
[http://dx.doi.org/10.1021/acs.orglett.3c00571] [PMID: 37071777]
[http://dx.doi.org/10.1021/acscatal.3c00128]
[http://dx.doi.org/10.1021/acs.chemrev.8b00547] [PMID: 30516963]
[http://dx.doi.org/10.1039/C9RA09561F] [PMID: 35497750]
[http://dx.doi.org/10.1002/aoc.6452]
[http://dx.doi.org/10.1248/cpb.37.816]
[http://dx.doi.org/10.1021/cr950083f] [PMID: 11848820]
[http://dx.doi.org/10.1021/acs.orglett.6b01274] [PMID: 27214590]
[http://dx.doi.org/10.1021/acsorginorgau.2c00047] [PMID: 36748077]
[http://dx.doi.org/10.1021/acsami.2c01378] [PMID: 35679591]
[http://dx.doi.org/10.2174/1385272819666150907192826]
[http://dx.doi.org/10.1016/j.jorganchem.2019.01.023]
[http://dx.doi.org/10.1021/acs.organomet.7b00569]
[http://dx.doi.org/10.1021/ja01403a035]
[http://dx.doi.org/10.1055/s-0033-1339025] [PMID: 26843785]
[http://dx.doi.org/10.1021/jo400556g] [PMID: 23560824]
[http://dx.doi.org/10.1016/j.supflu.2015.04.029]
[http://dx.doi.org/10.1016/S0040-4039(00)80169-0]
[http://dx.doi.org/10.1021/jo00805a015]
[http://dx.doi.org/10.1039/C5CC08170J] [PMID: 26525927]
[http://dx.doi.org/10.1021/acs.chemrev.8b00696] [PMID: 31964144]
[http://dx.doi.org/10.2174/1570178618666210914125919]
[http://dx.doi.org/10.1021/cs200495s] [PMID: 22347681]
[http://dx.doi.org/10.1016/j.jscs.2011.01.015]
[http://dx.doi.org/10.2174/1872210508999140130122644] [PMID: 24635207]
[http://dx.doi.org/10.1039/D1NR05894K] [PMID: 34757356]
[http://dx.doi.org/10.1007/s10562-015-1654-9]
[http://dx.doi.org/10.2174/157017861208150826112807]
[http://dx.doi.org/10.1039/C4RA12324G]
[http://dx.doi.org/10.2174/1570178613666160815095733]
[http://dx.doi.org/10.1007/s10562-016-1772-z]
[http://dx.doi.org/10.1007/s10562-017-1995-7]
[http://dx.doi.org/10.2174/1570178613666160303002129]
[http://dx.doi.org/10.2174/1570178614666170126121836]
[http://dx.doi.org/10.2174/1570178611666141201223344]
[http://dx.doi.org/10.2174/1570178615666180816120058]
[http://dx.doi.org/10.1021/acsanm.2c03313]
[http://dx.doi.org/10.2174/2211544705666160624082343]
[http://dx.doi.org/10.1002/anie.200460091] [PMID: 15372641]
[http://dx.doi.org/10.1016/j.cis.2016.08.004] [PMID: 27567031]
[http://dx.doi.org/10.1021/cr1003248] [PMID: 21469639]
[http://dx.doi.org/10.1016/j.molliq.2022.118556]
[http://dx.doi.org/10.1039/B715463A] [PMID: 18283343]
[http://dx.doi.org/10.1021/jp3012602] [PMID: 22759206]
[http://dx.doi.org/10.1016/j.jil.2022.100033]
[http://dx.doi.org/10.1039/C5CP01620G] [PMID: 26120610]
[http://dx.doi.org/10.1016/j.ccr.2021.213982]
[http://dx.doi.org/10.1021/acs.est.2c00051] [PMID: 35435682]
[http://dx.doi.org/10.1021/acs.jcim.9b00885] [PMID: 31917575]
[http://dx.doi.org/10.1149/1.3484768]
[http://dx.doi.org/10.1016/S1369-7021(11)70143-2]
[http://dx.doi.org/10.1007/978-3-642-17429-2_6] [PMID: 21461129]
[http://dx.doi.org/10.1016/j.mtener.2020.100409]
[http://dx.doi.org/10.1016/j.ijhydene.2020.09.243]
[http://dx.doi.org/10.1016/j.jcis.2022.02.111] [PMID: 35247815]
[http://dx.doi.org/10.1055/s-2003-37509]
[http://dx.doi.org/10.3389/fchem.2020.00215] [PMID: 32351929]
[http://dx.doi.org/10.1021/ja0463482] [PMID: 15571412]
[http://dx.doi.org/10.4236/wjnse.2012.23020]
[http://dx.doi.org/10.1039/c0cp01331e] [PMID: 21279224]
[http://dx.doi.org/10.1039/C9NJ05252F]
[http://dx.doi.org/10.1021/acs.jmedchem.1c00217] [PMID: 34076436]
[http://dx.doi.org/10.1016/B0-08-044705-8/00245-4]
[http://dx.doi.org/10.1073/pnas.1920880117] [PMID: 32277030]
[http://dx.doi.org/10.1021/jm5008193] [PMID: 25025853]
[http://dx.doi.org/10.3390/biom10010009] [PMID: 31861596]
[http://dx.doi.org/10.1021/ol100427v] [PMID: 20235519]
[http://dx.doi.org/10.1002/chem.201406523] [PMID: 25783891]
[http://dx.doi.org/10.1021/ja01238a049]
[http://dx.doi.org/10.1080/08927022.2014.986122]
[http://dx.doi.org/10.1021/acs.jpcb.8b11250] [PMID: 30779569]