Short Synthesis of Alkyl-Substituted Acenes Using Carbonyl-Directed C–H and C–O Functionalization
Daiki Matsumura
1
,
Kentaroh Kitazawa
1
,
Seiya Terai
1
,
Takuya Kochi
1
,
Yutaka Ie
1
,
Masashi Nitani
1
,
Yoshio Aso
1
,
Publication type: Journal Article
Publication date: 2012-07-13
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
22794078
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A convenient method for the synthesis of tetraalkylanthracenes and -pentacenes by means of ruthenium-catalyzed regioselective C–H alkylation of the corresponding acenequinones was developed. Dialkyldiarylpentacene was also synthesized using chemoselective tandem C–H alkylation/C–O arylation of dimethoxypentacenequinone. It was suggested that a tetraalkylpentacene is stable under air in the dark and possesses an appropriate HOMO level as active material for p-type organic field-effect transistors (OFETs).
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Metrics
38
Total citations:
38
Citations from 2024:
3
(7.89%)
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MLA
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GOST
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Matsumura D. et al. Short Synthesis of Alkyl-Substituted Acenes Using Carbonyl-Directed C–H and C–O Functionalization // Organic Letters. 2012. Vol. 14. No. 15. pp. 3882-3885.
GOST all authors (up to 50)
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Matsumura D., Kitazawa K., Terai S., Kochi T., Ie Y., Nitani M., Aso Y., Kakiuchi F. Short Synthesis of Alkyl-Substituted Acenes Using Carbonyl-Directed C–H and C–O Functionalization // Organic Letters. 2012. Vol. 14. No. 15. pp. 3882-3885.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/ol301608m
UR - https://doi.org/10.1021/ol301608m
TI - Short Synthesis of Alkyl-Substituted Acenes Using Carbonyl-Directed C–H and C–O Functionalization
T2 - Organic Letters
AU - Matsumura, Daiki
AU - Kitazawa, Kentaroh
AU - Terai, Seiya
AU - Kochi, Takuya
AU - Ie, Yutaka
AU - Nitani, Masashi
AU - Aso, Yoshio
AU - Kakiuchi, Fumitoshi
PY - 2012
DA - 2012/07/13
PB - American Chemical Society (ACS)
SP - 3882-3885
IS - 15
VL - 14
PMID - 22794078
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2012_Matsumura,
author = {Daiki Matsumura and Kentaroh Kitazawa and Seiya Terai and Takuya Kochi and Yutaka Ie and Masashi Nitani and Yoshio Aso and Fumitoshi Kakiuchi},
title = {Short Synthesis of Alkyl-Substituted Acenes Using Carbonyl-Directed C–H and C–O Functionalization},
journal = {Organic Letters},
year = {2012},
volume = {14},
publisher = {American Chemical Society (ACS)},
month = {jul},
url = {https://doi.org/10.1021/ol301608m},
number = {15},
pages = {3882--3885},
doi = {10.1021/ol301608m}
}
Cite this
MLA
Copy
Matsumura, Daiki, et al. “Short Synthesis of Alkyl-Substituted Acenes Using Carbonyl-Directed C–H and C–O Functionalization.” Organic Letters, vol. 14, no. 15, Jul. 2012, pp. 3882-3885. https://doi.org/10.1021/ol301608m.