Geometric and electronic structures of isothianaphthene and thieno[3,4-C]thiophene: A theoretical investigation

J. L. Bredas; B. Themans; J. M. Andre; A. J. Heeger; F. Wudl

doi:10.1016/0379-6779(85)90066-9

Geometric and electronic structures of isothianaphthene and thieno[3,4-C]thiophene: A theoretical investigation

J. L. Bredas, B. Themans, J. M. Andre, A. J. Heeger, F. Wudl

Research output: Contribution to journal › Article › peer-review

63 Scopus citations

Abstract

We present a theoretical (MNDO-SCF-MO and VEH) investigation of the geometry and electronic properties of isothianaphthene (benzo[c]-thiophene) and another thiophene derivative, thieno[3,4-c]thiophene. Our goal is to understand better, at the molecular level, the reasons for a small band-gap in polyisothianaphthene and possibly to guide the organic synthesis towards other interesting polymeric materials. Compared to the parent thiophene molecule, isothianaphthene and thieno[3,4-c]thiophene possess significantly lower ionization potentials and present a strongly conjugated path along their periphery.

Original language	English (US)
Pages (from-to)	343-352
Number of pages	10
Journal	Synthetic Metals
Volume	11
Issue number	6
DOIs	https://doi.org/10.1016/0379-6779(85)90066-9
State	Published - Oct 1985
Externally published	Yes

ASJC Scopus subject areas

Electronic, Optical and Magnetic Materials
Condensed Matter Physics
Mechanics of Materials
Mechanical Engineering
Metals and Alloys
Materials Chemistry

Access to Document

10.1016/0379-6779(85)90066-9

Cite this

@article{3347a7eff6b54bfb82e598da9c3e9c20,

title = "Geometric and electronic structures of isothianaphthene and thieno[3,4-C]thiophene: A theoretical investigation",

abstract = "We present a theoretical (MNDO-SCF-MO and VEH) investigation of the geometry and electronic properties of isothianaphthene (benzo[c]-thiophene) and another thiophene derivative, thieno[3,4-c]thiophene. Our goal is to understand better, at the molecular level, the reasons for a small band-gap in polyisothianaphthene and possibly to guide the organic synthesis towards other interesting polymeric materials. Compared to the parent thiophene molecule, isothianaphthene and thieno[3,4-c]thiophene possess significantly lower ionization potentials and present a strongly conjugated path along their periphery.",

author = "Bredas, {J. L.} and B. Themans and Andre, {J. M.} and Heeger, {A. J.} and F. Wudl",

note = "Funding Information: This work has been partly supported by NATO Scientific Affairs Division under Research Grant No. 407/84. One of us (JLB) is grateful to the Belgian National Fund for Scientific Research (FNRS) for continuous support.",

year = "1985",

month = oct,

doi = "10.1016/0379-6779(85)90066-9",

language = "English (US)",

volume = "11",

pages = "343--352",

journal = "Synthetic Metals",

issn = "0379-6779",

publisher = "Elsevier BV",

number = "6",

}

TY - JOUR

T1 - Geometric and electronic structures of isothianaphthene and thieno[3,4-C]thiophene

T2 - A theoretical investigation

AU - Bredas, J. L.

AU - Themans, B.

AU - Andre, J. M.

AU - Heeger, A. J.

AU - Wudl, F.

N1 - Funding Information: This work has been partly supported by NATO Scientific Affairs Division under Research Grant No. 407/84. One of us (JLB) is grateful to the Belgian National Fund for Scientific Research (FNRS) for continuous support.

PY - 1985/10

Y1 - 1985/10

N2 - We present a theoretical (MNDO-SCF-MO and VEH) investigation of the geometry and electronic properties of isothianaphthene (benzo[c]-thiophene) and another thiophene derivative, thieno[3,4-c]thiophene. Our goal is to understand better, at the molecular level, the reasons for a small band-gap in polyisothianaphthene and possibly to guide the organic synthesis towards other interesting polymeric materials. Compared to the parent thiophene molecule, isothianaphthene and thieno[3,4-c]thiophene possess significantly lower ionization potentials and present a strongly conjugated path along their periphery.

AB - We present a theoretical (MNDO-SCF-MO and VEH) investigation of the geometry and electronic properties of isothianaphthene (benzo[c]-thiophene) and another thiophene derivative, thieno[3,4-c]thiophene. Our goal is to understand better, at the molecular level, the reasons for a small band-gap in polyisothianaphthene and possibly to guide the organic synthesis towards other interesting polymeric materials. Compared to the parent thiophene molecule, isothianaphthene and thieno[3,4-c]thiophene possess significantly lower ionization potentials and present a strongly conjugated path along their periphery.

UR - http://www.scopus.com/inward/record.url?scp=0022145005&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0022145005&partnerID=8YFLogxK

U2 - 10.1016/0379-6779(85)90066-9

DO - 10.1016/0379-6779(85)90066-9

M3 - Article

AN - SCOPUS:0022145005

SN - 0379-6779

VL - 11

SP - 343

EP - 352

JO - Synthetic Metals

JF - Synthetic Metals

IS - 6

ER -

Geometric and electronic structures of isothianaphthene and thieno[3,4-C]thiophene: A theoretical investigation

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this