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Chemical Structure| 166953-64-6 Chemical Structure| 166953-64-6

Structure of 166953-64-6

Chemical Structure| 166953-64-6

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Product Citations

Julianna M. Mouat ; Jonas K. Widness ; Daniel G. Enny ; Mahilet T. Meidenbauer ; Farwa Awan ; Todd D. Krauss , et al.

Abstract: Semiconductor quantum dots (QDs) offer many advantages as photocatalysts for synthetic photoredox catalysis, but no reports have explored the use of QDs with nickel catalysts for C–C bond formation. We show here that 5.7 nm CdS QDs are robust photocatalysts for photoredox-promoted cross-electrophile coupling (turnover number (TON) up to 40,000). These conditions can be utilized on a small scale (96-well plate) or adapted to flow. NMR studies show that triethanolamine (TEOA)-capped QDs are the active catalyst and that TEOA can displace native phosphonate and carboxylate ligands, demonstrating the importance of the QD surface chemistry.

Keywords: quantum dot ; nanoplatelet ; nickel ; cross-electrophile coupling ; C−C bond formation ; photochemistry

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Product Details of [ 166953-64-6 ]

CAS No. :166953-64-6
Formula : C13H16BrNO2
M.W : 298.18
SMILES Code : O=C(N1CCC(Br)CC1)OCC2=CC=CC=C2
MDL No. :MFCD02681990
InChI Key :BFWKSPOSMPKTSV-UHFFFAOYSA-N
Pubchem ID :2776275

Safety of [ 166953-64-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 166953-64-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 166953-64-6 ]

[ 166953-64-6 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 13139-17-8 ]
  • [ 54288-70-9 ]
  • [ 166953-64-6 ]
YieldReaction ConditionsOperation in experiment
98% With 4-methyl-morpholine; dmap; at 20℃; for 16h; To a solution of <strong>[54288-70-9]4-bromopiperidine hydrobromide</strong> (3.0 g, 12.2 mmol) in tetrahydrofuran (30 ml) were added 1-[(benzyloxy)carbonyl]oxy}-2,5-pyrrolidinedione (3.20 g, 12.9 mmol), N-methylmorpholine (1.62 ml, 14.7 mmol) and 4-N,N-dimethylaminopyridine (30 mg) at room temperature, and stirred at room temperature for 16 hours. The reaction solution was poured into water and extracted with ethyl acetate. The organic layer was washed with a 1N-aqueous hydrochloric acid solution, dried over anhydrous magnesium sulfate and distilled under reduced pressure to remove the solvent, and the resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate = 1/1) to obtain benzyl 4-bromo-1-piperidinecarboxylate (3.58 g, 98percent).
  • 2
  • [ 54288-70-9 ]
  • [ 501-53-1 ]
  • [ 166953-64-6 ]
 

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