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Volumn 75, Issue 9, 2010, Pages 2934-2941

Reasons why aldehydes do not generally participate in cucurbit[ n ]uril forming reactions

Author keywords

[No Author keywords available]

Indexed keywords

C-SHAPED; CONFORMATIONAL PREFERENCES; CUCURBIT[N]URIL; DIASTEREOMERS; O-PHTHALALDEHYDE; PHTHALALDEHYDE; PM3 CALCULATION; RING SYSTEMS; S-SHAPED; TETRAMERS;

EID: 77951805931     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo100186q     Document Type: Article
Times cited : (22)

References (69)
  • 50
    • 77951803689 scopus 로고    scopus 로고
    • note
    • At each step along the way (e.g., 3-6) S-shaped diastereomers can be formed, but as demonstrated for 2C and 2S the equilibrium favors the all C-shaped form, which is conducive to macrocyclization.
  • 54
    • 77951779799 scopus 로고    scopus 로고
    • note
    • By analogy it is important that the equilibrium also favors the formation of oligomers 3-6 from shorter oligomers.
  • 61
    • 77951771245 scopus 로고    scopus 로고
    • note
    • The poor solubility of many glycoluril oligomers and their erratic chromatographic behavior prevented the isolation and structural elucidation of these minor products.
  • 67
    • 77951867525 scopus 로고    scopus 로고
    • note
    • 1H NMR resonances for free phthaldehyde 11 under these conditions. We suspect that 11 undergoes oxidative decomposition.
  • 68
    • 77951846171 scopus 로고    scopus 로고
    • note
    • eq for this reaction.
  • 69
    • 77951855926 scopus 로고    scopus 로고
    • note
    • We have confirmed that 7 undergoes decomposition when heated at 70 C in 5% DCl.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.