CUROpi Sample Abstract - University of Oregon ctll) C'3A) CVA) C'IOAI Title Microsoft Word -...

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Sept. 12-14, 2016 Eugene, Oregon USA CURO-Pi II: International Symposium on the Synthesis and Application of Curved Organic π-Molecules & Materials Sample Abstract CHASE, DANIEL Indeno[1,2-b]fluorenes: Fully Conjugated Antiaromatic Analogues of Acenes Daniel T. Chase, a Bradley D. Rose, a Sean P. McClintock, a Lev N. Zakharov, b and Michael M. Haley* ,a a Department of Chemistry and Materials Science Institute, University of Oregon, Eugene, Oregon 97403-1253, USA ([email protected]) Acenes such as pentacene have been widely studied over the last decade because of their highly promising potential as organic semiconductors, and have found use in devices such as photovoltaics and field-effect transistors. Nonetheless, the locked s-cis diene units within acenes are an Achilles' heal, in that many acenes readily dimerize and react with oxygen. As a possible alternative, we have been examining the chemistry of indeno[1,2-b]fluorenes, a relatively unexplored class of 20 pi-electron, formally anti-aromatic compounds that contain no s-cis diene units. This presentation will report the synthesis, characterization and optoelectronic studies of the first stable, fully conjugated indenofluorene derivatives.[1] [1] Chase, D. T.; Rose, B. D.; McClintock, S. P., Zakharov, L. N.; Haley, M. M. Angew. Chem. Int. Ed. 2011, 50, 1127-1130.

Transcript of CUROpi Sample Abstract - University of Oregon ctll) C'3A) CVA) C'IOAI Title Microsoft Word -...

Sept. 12-14, 2016 Eugene, Oregon USA

CURO-Pi II: International Symposium on the Synthesis and Application of Curved

Organic π-Molecules & Materials

Sample Abstract CHASE, DANIEL

Indeno[1,2-b]fluorenes: Fully Conjugated Antiaromatic Analogues of Acenes

Daniel T. Chase,a Bradley D. Rose,a Sean P. McClintock,a Lev N. Zakharov,b and Michael M. Haley*,a

aDepartment of Chemistry and Materials Science Institute, University of Oregon,

Eugene, Oregon 97403-1253, USA ([email protected])

Acenes such as pentacene have been widely studied over the last decade because of their highly promising potential as organic semiconductors, and have found use in devices such as photovoltaics and field-effect transistors. Nonetheless, the locked s-cis diene units within acenes are an Achilles' heal, in that many acenes readily dimerize and react with oxygen. As a possible alternative, we have been examining the chemistry of indeno[1,2-b]fluorenes, a relatively unexplored class of 20 pi-electron, formally anti-aromatic compounds that contain no s-cis diene units. This presentation will report the synthesis, characterization and optoelectronic studies of the first stable, fully conjugated indenofluorene derivatives.[1]

[1] Chase, D. T.; Rose, B. D.; McClintock, S. P., Zakharov, L. N.; Haley, M. M. Angew. Chem. Int. Ed. 2011, 50, 1127-1130.