Syntheses and Crystal Structures of Novel Diaza-18-Crown-6 Ligands Containing Aromatic Thiol-Derived Side Arms.

Abstract

The Mannich aminomethylation reaction of aromatic thiols has been used to produce diaza-18-crown-6 ligands containing thiol-derived side arms. Thiophenols were attached to the azacrown through N-CH2-S linkages even in the presence of hydroxy or acetamido groups. Heteroaromatic thiols containing N=C-SH (or NH-C=S) structural fragments were attached to diaza-18-crown-6 by N-CH2-N linkages with the thiol becoming a thione function. X-ray crystal structures provide proof of the N-CH2-S and N-CH2-N linkages for the products of reactions with thiophenols and heteroaromatic thiols, respectively.

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Document Details

Document Type
Technical Report
Publication Date
May 07, 1999
Accession Number
ADA362936

Entities

People

  • Guoping Xue
  • Jerald S. Bradshaw
  • N. K. Dalley
  • Ning Su
  • Paul B. Savage

Organizations

  • Brigham Young University

Tags

DTIC Thesaurus Topics

  • Abstracts
  • Alcohols
  • Amines
  • Amino Acids
  • Chemical Shifts
  • Chemical Synthesis
  • Chemistry
  • Crystal Structure
  • Crystals
  • Materials
  • Metals
  • Methanols
  • Organic Chemistry
  • Spectra
  • X Rays

Fields of Study

  • Chemistry

Readers

  • Data Mining and Knowledge Discovery.
  • Organic Chemistry