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| 題名: | 25,26-Dialkoxycalix[4]arenes. Part 2: 1-Alkoxy-3-benzoyloxy route |
| 作者: | Kuo, CH (Kuo, Cheng-Han)
Huang, JR (Huang, Jun-Ren)
Chen, HR (Chen, Hui-Ru)
Chen, PY (Chen, Pei-Yu)
Lin, CH (Lin, Chien-Hung)
Lin, LG (Lin, Lee-Gin) |
| 貢獻者: | Inst Appl Chem |
| 關鍵詞: | LOWER RIM
SELECTIVE FUNCTIONALIZATION
CALIX<4>ARENES
ALKYLATION
ISOMERS
CONFORMATION
SUBSTITUENTS
CALIXARENES |
| 日期: | 2011-05-27 |
| 上傳時間: | 2013-01-18 10:37:36 (UTC+8) |
| 摘要: | Benzoylation of calix[4]arene monoalkyl ethers with benzoyl chloride yielded the corresponding 3-benzoates and/or 2,3-dibenzoates in different reaction conditions. A simple recrystallization process was able to isolate the 3-benzoates in good yield. In the presence of NaH as reaction base, the 1-alkoxy-3-benzoyloxycalixarenes were alkylated with active alkyl halides at proximal position and yielded the corresponding 1,2-dialkoxy derivatives. Basic hydrolysis of compounds afforded the expected 25,26-dialkoxycalix[4]arenes. For the less active alkyl halides, alkylation of 1-alkoxy-3-benzoyloxycalix[4]arenes afforded both the 1,2-dialkoxy derivatives and the benzoyl-migrated 1,3-dialkoxy derivatives. Only the highly symmetrical 1,3-diethoxy-2-benzoyloxycalix[4]arene was able to be isolated upon the deliberate recrystallization process. After basic hydrolysis of the dialkylated crude products, 25,26-dialkoxycalix[4]arenes were chromatographic separated. (C) 2011 Elsevier Ltd. All rights reserved. |
| 關聯: | TETRAHEDRON Volume: 67 Issue: 21 Pages: 3936-3944 |
| 顯示於類別: | [化學系所] 期刊論文
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