Synthesis, characterization and optoelectronic properties of pyrrolopyrazine based Y-shaped color-tunable dipolar molecules

다국어 초록 (Multilingual Abstract)

<P><B>Abstract</B></P> <P>A regioselective approach for the synthesis of functionalized dipolar Y-shaped chromophores is demonstrated. A series of dipolar pyrrolopyrazine based molecules were prepared in a straightforward manner. The key step in the preparation of the chromophores involves two-fold Sonogashira coupling reaction between the pyrrolopyrazine core and acetylene derivatives. Different electron-donors, including, NH<SUB>2</SUB>, NMe<SUB>2</SUB>, OMe and CF<SUB>3</SUB>, CN acceptors were incorporated into the chromophores. By adjusting the substituents at 2, 3, and 6-position of the pyrrolopyrazine, dipolar tunable molecules with wide emission band are synthesized. The optical, thermal, and electrochemical properties of the materials are analysed and the results are supported with the DFT calculations. The preliminary studies of these engineered Y-shaped molecules indicate their potential as new building blocks in the fields of optoelectronic devices.</P> <P><B>High lights</B></P> <P> <UL> <LI> Pyrrolopyrazine based Y-shaped tunable chromophores were synthesized via two-fold Sonogashira reaction. </LI> <LI> Optical, thermal, electronic, and morphological properties of the chromophore were studied. </LI> <LI> Single crystal XRD shows non planar configuration in chromophore <B>6b.</B> </LI> <LI> DFT calculations were carried out, which are in well agreement with the experimental calculations. </LI> <LI> Chromophores end capped with donor and acceptor show the largest hyperpolarizabilies (249 × 10<SUP>−30</SUP> esu). </LI> </UL> </P> <P><B>Graphical abstract</B></P> <P>[DISPLAY OMISSION]</P>