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Donor Substituted Pyrazabole Monomers and Dimers: Design, Synthesis and Properties
Author(s) -
Patil Yuvraj,
Jadhav Thaksen,
Dhokale Bhausaheb,
Butenschön Holger,
Misra Rajneesh
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201601704
Subject(s) - triphenylamine , monomer , ferrocene , thermal stability , electrochemistry , homo/lumo , absorption (acoustics) , absorption spectroscopy , photochemistry , materials science , chemistry , molecule , organic chemistry , electrode , optics , polymer , physics , composite material
We report the design and synthesis of ferrocene and triphenylamine substituted D–π– A–π–D and D–π–A–π–A–π–D type of symmetrical pyrazabole monomers ( 3 and 5 ) and dimers ( 6 and 7 ). Their optical, thermal, electrochemical and computational properties were investigated. The electronic absorption spectra of pyrazaboles 3−7 exhibit absorption bands in UV region. The TGA study reveals that pyrazaboles 3−7 show good thermal stability and pyrazabole monomers are thermally more stable as compared to pyrazabole dimers. The electrochemical studies show that pyrazaboles 3−7 exhibits one reversible oxidation and two reduction waves. The theoretical investigation shows that the triphenylamine substituted pyrazaboles ( 5 and 7) exhibit low HOMO − LUMO gap values compared to ferrocenyl pyrazaboles ( 3 and 6 ).