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Synthesis and characterization of new quaternary ammonium surfactant [C18-Dabco][Br] and its catalytic application in the synthesis of spirocarbocycles under ultrasonic condition

  • Trushant Lohar
  • Arjun Kumbhar
  • Audumber Patil
  • Siddharth Kamat
  • Rajashri Salunkhe
Article
  • 23 Downloads

Abstract

A novel DABCO-based cationic surfactant [C18-Dabco][Br] has been easily synthesized by the reaction of DABCO and octadecyl bromide in acetonitrile at room temperature in excellent yield. The synthesized surfactant was fully characterized by various techniques like FT-IR, 1H NMR, 13C NMR, LC–MS and TGA-DTA analysis. Furthermore, the critical micelle concentration of the surfactant was determined by the conductivity measurement method. The activity of the [C18-Dabco][Br] has been demonstrated for the one-pot synthesis of spirocarbocycles under ultrasonic conditions in water. The presence of the long alkyl chain acts as the hydrophobic part while the free tertiary nitrogen site in the surfactant acts as a base and enhances the overall catalytic activity.

Keywords

DABCO-based cationic surfactants [C18-Dabco][Br] Spirocarbocycles Water medium Ultrasound 

Notes

Acknowledgement

One of the authors, Mr. Trushant Lohar, is very grateful to the Department of Science and Technology (DST), New Delhi, for awarding a DST-INSPIRE Fellowship (IF 140918).

Supplementary material

11164_2018_3690_MOESM1_ESM.docx (176 kb)
Supplementary material 1 (DOCX 175 kb)

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Copyright information

© Springer Nature B.V. 2019

Authors and Affiliations

  • Trushant Lohar
    • 1
  • Arjun Kumbhar
    • 2
  • Audumber Patil
    • 1
  • Siddharth Kamat
    • 1
  • Rajashri Salunkhe
    • 1
  1. 1.Department of ChemistryShivaji UniversityKolhapurIndia
  2. 2.Department of ChemistryP.D.V.P. CollegeTasgaon, SangliIndia

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