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Electronic Structures and Spectroscopic Characters of Modified Oligo(alkylenedioxypyrrole)
Author(s) -
Yuan Shuai,
Zhang Peibin,
Huang Xinwei,
Li Xin,
Teng Qiwen
Publication year - 2011
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201190184
Subject(s) - chemistry , chemical shift , monomer , aromaticity , dimer , pyrrole , ring (chemistry) , density functional theory , crystallography , oligomer , carbon 13 nmr , molecule , computational chemistry , polymer chemistry , polymer , stereochemistry , organic chemistry
Polyalkylenedioxypyrrole (PADOP) exhibited an excellent conductivity experimentally. A series of oligomers for the electron‐rich monomer alkylenedioxypyrrole (ADOP) were designed in order to study properties of PADOP. The structures of these oligomers were optimized using density function theory (DFT) at B3LYP/6‐31G(d) level. The energy gaps and thermal stabilities of the oligomers were decreased when the chain lengths were increased. These properties were also decreased with the enlargement of the neighboring substituted rings. The 13 C nuclear magnetic resonance (NMR) spectra and nucleus independent chemical shifts (NICS) of the oligomers were calculated at B3LYP/6‐31G(d) level. The chemical shifts at δ 96.1 of the linking carbon atoms in the dimer of 3,4‐methylenedioxypyrrole (MDOP) were moved downfield relative to those at δ 89.5 of the same carbon atoms in the monomer of MDOP. The aromaticity of the central pyrrole ring in the oligomers is improved with the enlargement of the neighboring substituted rings.