Abstract
(Chemical Equation Presented) Cyclic imides within six-membered rings are shown to undergo efficient N-arylation using various arylboronic esters mediated by copper(II) acetate in the presence of an amine base and oxygen atmosphere with gentle heating. Until now, the synthesis of N-arylated cyclic imides having six-membered rings was restricted largely to strongly heating anilines in the presence of anhydrides. This reaction is applicable to the synthesis of new organic materials based on arylene imide and bis(imide) dyes, such as perylene-3,4: 9,10-bis(dicarboximide)s.
| Original language | English |
|---|---|
| Pages (from-to) | 1486-1489 |
| Number of pages | 4 |
| Journal | Journal of Organic Chemistry |
| Volume | 70 |
| Issue number | 4 |
| DOIs | |
| Publication status | Published - Feb 18 2005 |
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ASJC Scopus subject areas
- Organic Chemistry
Cite this
Copper-promoted N-arylations of cyclic imides within six-membered rings : A facile route to arylene-based organic materials. / Chernick, Erin T.; Ahrens, Michael J.; Scheidt, Karl A.; Wasielewski, Michael R.
In: Journal of Organic Chemistry, Vol. 70, No. 4, 18.02.2005, p. 1486-1489.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Copper-promoted N-arylations of cyclic imides within six-membered rings
T2 - A facile route to arylene-based organic materials
AU - Chernick, Erin T.
AU - Ahrens, Michael J.
AU - Scheidt, Karl A.
AU - Wasielewski, Michael R
PY - 2005/2/18
Y1 - 2005/2/18
N2 - (Chemical Equation Presented) Cyclic imides within six-membered rings are shown to undergo efficient N-arylation using various arylboronic esters mediated by copper(II) acetate in the presence of an amine base and oxygen atmosphere with gentle heating. Until now, the synthesis of N-arylated cyclic imides having six-membered rings was restricted largely to strongly heating anilines in the presence of anhydrides. This reaction is applicable to the synthesis of new organic materials based on arylene imide and bis(imide) dyes, such as perylene-3,4: 9,10-bis(dicarboximide)s.
AB - (Chemical Equation Presented) Cyclic imides within six-membered rings are shown to undergo efficient N-arylation using various arylboronic esters mediated by copper(II) acetate in the presence of an amine base and oxygen atmosphere with gentle heating. Until now, the synthesis of N-arylated cyclic imides having six-membered rings was restricted largely to strongly heating anilines in the presence of anhydrides. This reaction is applicable to the synthesis of new organic materials based on arylene imide and bis(imide) dyes, such as perylene-3,4: 9,10-bis(dicarboximide)s.
UR - http://www.scopus.com/inward/record.url?scp=13844314435&partnerID=8YFLogxK
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U2 - 10.1021/jo0481351
DO - 10.1021/jo0481351
M3 - Article
VL - 70
SP - 1486
EP - 1489
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
IS - 4
ER -