Covalent assistance to supramolecular synthesis: Directing the supramolecular assembly of co-crystals by in situ modification of hydrogen bonding functionality

Andreas Lemmerer, Joel Bernstein, Volker Kahlenberg

Research output: Contribution to journalArticlepeer-review

21 Scopus citations

Abstract

Nicotinic acid hydrazide (niazid) readily co-crystallizes with carboxylic acids in methanol to form a 2-D sheet structure that utilizes all three H bond donors on the carbohydrazide functional group. In acetone solution niazid undergoes a condensation reaction with the solvent, which replaces the amine group with a hydrocarbon group leaving only one hydrogen bond donor on the modified niazid molecule, now containing a N-acylhydrazone functional group. The resulting reduced hydrogen bonding functionality leads to a new supramolecular assembly when co-crystallized with the same dicarboxylic acids.

Original languageEnglish
Pages (from-to)55-59
Number of pages5
JournalCrystEngComm
Volume13
Issue number1
DOIs
StatePublished - 7 Jan 2011

ASJC Scopus subject areas

  • General Chemistry
  • General Materials Science
  • Condensed Matter Physics

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