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Volumn , Issue 3, 2003, Pages 441-446

Synthesis of a shape-persistent macrocycle with intraannular sulfonate groups

Author keywords

Cyclization; Macrocycles; Template synthesis

Indexed keywords

ACETYLENE; MACROCYCLIC COMPOUND; OLIGOMER; SULFONIC ACID DERIVATIVE;

EID: 0037319329     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejoc.200390077     Document Type: Article
Times cited : (25)

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    • note
    • We also performed the statistical dimerization of the p-cresol-protected bis(acetylenes) and obtained the corresponding macrocyclic dimer in 30% isolated yield after recrystallization (the crude cyclization product contained about 60-70% of the macrocyclic dimer).
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    • The electron-withdrawing effect of the sulfone group led to a cleavage of the aryl sulfonate group by fluoride ions when we tried to prepare the template-free tetraacetylene.
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    • Attempts to use a mixture of NaOH and 18-crown-6 led to undefined side products.
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    • 1H NMR spectra of the soluble parts of the material in DMSO still showed the presence of about 20-30% of the signal intensity of the initial tetrabutylammonium ions.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.