AI Article Synopsis

  • A new series of aza-substituted compounds have been synthesized using a specific chemical reaction with a focus on a structure called 1,4-bis(phenylethynyl)benzene.
  • The pyrimidine part of these compounds acts as a tool to study how molecules interact and organize themselves in a crystal form.
  • The findings suggest that how these molecules pack together affects their interactions and light-emitting properties, pointing to potential uses in developing better materials for electronic devices like field effect transistors.

Article Abstract

A new series of aza-substituted analogues 3-5 based on the 1,4-bis(phenylethynyl)benzene moiety have been synthesized by the selective Pd-catalyzed Sonogashira coupling reaction from 5-bromo-2-iodopyrimidine (1). In these linear molecules, the dipolar pyrimidine moiety is introduced as a probe to investigate factors that control the intermolecular interactions over the crystal engineering. The results reveal that the manner of packing changes both dipolar interactions between linear pyrimidine-containing molecules and transition moments simultaneously, resulting in remarkably different photophysical properties. Due to their versatile dipole-dipole and face-to-face pi-piinteractions in a crystal motif, further applications on the design of ordered crystalline materials for the field effect transistors are promising.

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http://dx.doi.org/10.1021/jo048914hDOI Listing

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