PMID- 37819203
OWN - NLM
STAT- PubMed-not-MEDLINE
LR  - 20231025
IS  - 1944-8252 (Electronic)
IS  - 1944-8244 (Linking)
VI  - 15
IP  - 42
DP  - 2023 Oct 25
TI  - Unlocking the Molecular Behavior of Natural Amine-Targeted Carbon Quantum Dots 
      for the Synthesis of Diverse Pharmacophore Scaffolds via an Unusual 
      Nanoaminocatalytic Route.
PG  - 49083-49094
LID - 10.1021/acsami.3c08812 [doi]
AB  - Despite the fact that carbon quantum dots (CQDs) have significant catalytic 
      potential, only emblematic applications that rely on simple acid-base or 
      hydrogen-bonding activation pathways have been reported. In this study, natural 
      amine-targeted CQDs (NAT-CQDs) have been successfully fabricated using a 
      sustainable technique that harnesses a renewable green source. Based on a 
      holistic sustainable assessment, the present approach for the synthesis of 
      NAT-CQDs surpasses previously reported methods in terms of estimated circular and 
      good-manufacturing-practice metrics. A set of spectroscopic and analytical 
      techniques, including FTIR, XPS, conductometric assay, pH titration, (19)FNMR, 
      and (13)CNMR confirms the presence of the assessable amino-rich groups (0.0083N) 
      at the surface of NAT-CQDs. The occurrence of surface amine groups unlocked the 
      molecular behavior of as-prepared NAT-CQDs and makes them an unprecedented 
      nanoaminocatalytic platform for the synthesis of diverse pharmacophore scaffolds 
      (>40 examples) via a one-pot Knoevenagel/(aza) Michael addition reaction in water 
      at room temperature. The assessable amine group can covalently activate carbonyl 
      groups through nucleophilic iminium activation modes in water and facilitate the 
      ability to build valuable and therapeutic scaffolds on a gram scale. By 
      transferring significant molecular primacy at the frontier of nanoscale 
      materials, NAT-CQDs can thus bridge the gap between the nanoscale and molecular 
      domains. This protocol can also be applied for the preparation of therapeutic 
      anticoagulant drugs, warfarin, and coumachlor. All the reactions exhibited a high 
      atom economy, low E-factor, low process mass intensity (PMI), high reaction mass 
      efficiency (RME), high carbon efficiency (CE), and high catalyst reusability with 
      overall high sustainable values. NAT-CQDs show high recyclability, and the 
      spectral data of reused catalysts indicate that the NAT-CQDs maintained their 
      surface chemistry and electronic properties, suggesting their stability under the 
      tested conditions. This study presents a remarkable instance of NAT-CQDs 
      showcasing covalent catalysis. Expanding on the aforementioned design concept, 
      the utilization of NAT-CQDs' "potential" as distinct colloidal organocatalysts in 
      aqueous environments at the molecular level introduces valuable prospects for 
      aminocatalytic pathways.
FAU - Saini, Surendra
AU  - Saini S
AD  - Centre of Advanced Studies, Department of Chemistry, University of Rajasthan, 
      Jaipur 302004, India.
FAU - Saini, Pratibha
AU  - Saini P
AD  - Centre of Advanced Studies, Department of Chemistry, University of Rajasthan, 
      Jaipur 302004, India.
AD  - Institute Inorganic and Analytical Chemistry, Friedrich Schiller University Jena, 
      D-07743 Jena, Germany.
FAU - Kumar, Krishan
AU  - Kumar K
AD  - Centre of Advanced Studies, Department of Chemistry, University of Rajasthan, 
      Jaipur 302004, India.
FAU - Sethi, Mukul
AU  - Sethi M
AD  - Centre of Advanced Studies, Department of Chemistry, University of Rajasthan, 
      Jaipur 302004, India.
FAU - Meena, Priyanka
AU  - Meena P
AD  - Centre of Advanced Studies, Department of Chemistry, University of Rajasthan, 
      Jaipur 302004, India.
FAU - Gurjar, Aditya
AU  - Gurjar A
AD  - Centre of Advanced Studies, Department of Chemistry, University of Rajasthan, 
      Jaipur 302004, India.
FAU - Dandia, Anshu
AU  - Dandia A
AD  - Centre of Advanced Studies, Department of Chemistry, University of Rajasthan, 
      Jaipur 302004, India.
FAU - Dhuria, Tanya
AU  - Dhuria T
AD  - Centre of Advanced Studies, Department of Chemistry, University of Rajasthan, 
      Jaipur 302004, India.
FAU - Parewa, Vijay
AU  - Parewa V
AUID- ORCID: 0000-0002-4641-7085
AD  - Centre of Advanced Studies, Department of Chemistry, University of Rajasthan, 
      Jaipur 302004, India.
LA  - eng
PT  - Journal Article
DEP - 20231011
PL  - United States
TA  - ACS Appl Mater Interfaces
JT  - ACS applied materials & interfaces
JID - 101504991
SB  - IM
OTO - NOTNLM
OT  - (aza)Michael addition
OT  - Knoevenagel addition
OT  - aminocatalysis
OT  - aqueous media
OT  - carbon quantum dots
EDAT- 2023/10/11 14:43
MHDA- 2023/10/11 14:44
CRDT- 2023/10/11 10:03
PHST- 2023/10/11 14:44 [medline]
PHST- 2023/10/11 14:43 [pubmed]
PHST- 2023/10/11 10:03 [entrez]
AID - 10.1021/acsami.3c08812 [doi]
PST - ppublish
SO  - ACS Appl Mater Interfaces. 2023 Oct 25;15(42):49083-49094. doi: 
      10.1021/acsami.3c08812. Epub 2023 Oct 11.