Abstract
1, 8-Dicarbonylcarbazoles are important starting materials for various applications, especially for pincer-type ligands. The convenient synthesis of a series of 1, 8-diacyl-3, 6-di-tert-butyl-9H-carbazoles (2) by the direct Friedel-Crafts acylation of 3, 6-di-tert-butyl-9H-carbazole (1) is described. During the reaction, the dealkylation also occurred, and 1, 8-diacetyl-3-tert- butyl-9H-carbazole (4) was isolated as well as characterized by an X-ray diffraction analysis. In addition, the steric bulkiness of the acyl chlorides strongly affects the yields of 1, 8-diacylation of 1.
| Original language | English |
|---|---|
| Pages (from-to) | 773-778 |
| Number of pages | 6 |
| Journal | Journal of the Chinese Chemical Society |
| Volume | 60 |
| Issue number | 7 |
| DOIs | |
| Publication status | Published - 2013 Oct 21 |
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All Science Journal Classification (ASJC) codes
- Chemistry(all)
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Controlled friedel-crafts acylation of 3, 6-disubstituted-9H-carbazole. / Lee, Ting Yu; Yeh, Ming Che; Chang, Ling Chueh; Ong, Chi Wi; Lin, Che Yu; Huang, Jui-Hsien.
In: Journal of the Chinese Chemical Society, Vol. 60, No. 7, 21.10.2013, p. 773-778.Research output: Contribution to journal › Article
TY - JOUR
T1 - Controlled friedel-crafts acylation of 3, 6-disubstituted-9H-carbazole
AU - Lee, Ting Yu
AU - Yeh, Ming Che
AU - Chang, Ling Chueh
AU - Ong, Chi Wi
AU - Lin, Che Yu
AU - Huang, Jui-Hsien
PY - 2013/10/21
Y1 - 2013/10/21
N2 - 1, 8-Dicarbonylcarbazoles are important starting materials for various applications, especially for pincer-type ligands. The convenient synthesis of a series of 1, 8-diacyl-3, 6-di-tert-butyl-9H-carbazoles (2) by the direct Friedel-Crafts acylation of 3, 6-di-tert-butyl-9H-carbazole (1) is described. During the reaction, the dealkylation also occurred, and 1, 8-diacetyl-3-tert- butyl-9H-carbazole (4) was isolated as well as characterized by an X-ray diffraction analysis. In addition, the steric bulkiness of the acyl chlorides strongly affects the yields of 1, 8-diacylation of 1.
AB - 1, 8-Dicarbonylcarbazoles are important starting materials for various applications, especially for pincer-type ligands. The convenient synthesis of a series of 1, 8-diacyl-3, 6-di-tert-butyl-9H-carbazoles (2) by the direct Friedel-Crafts acylation of 3, 6-di-tert-butyl-9H-carbazole (1) is described. During the reaction, the dealkylation also occurred, and 1, 8-diacetyl-3-tert- butyl-9H-carbazole (4) was isolated as well as characterized by an X-ray diffraction analysis. In addition, the steric bulkiness of the acyl chlorides strongly affects the yields of 1, 8-diacylation of 1.
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U2 - 10.1002/jccs.201200575
DO - 10.1002/jccs.201200575
M3 - Article
AN - SCOPUS:84885676002
VL - 60
SP - 773
EP - 778
JO - Journal of the Chinese Chemical Society
JF - Journal of the Chinese Chemical Society
SN - 0009-4536
IS - 7
ER -