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Volumn 78, Issue 7, 2005, Pages 1351-1353

Rotational isomerism involving an acetylenic carbon VII. Restricted rotation about acetylenic axis in a diphenylethyne derivative with sterically crowded m-terphenyl moieties

Author keywords

[No Author keywords available]

Indexed keywords

DERIVATIVES; NUCLEAR MAGNETIC RESONANCE; ORGANIC COMPOUNDS;

EID: 23244436707     PISSN: 00092673     EISSN: None     Source Type: Journal    
DOI: 10.1246/bcsj.78.1351     Document Type: Article
Times cited : (9)

References (17)
  • 3
    • 0003942864 scopus 로고
    • John Wiley & Sons, Inc., New York, Chap. 10.2
    • Simple acyclic alkynes undergo facile rotation about the acetylenic axis. The rotational barriers are very low in 2-butyne and diphenylethyne. a) E. L. Eliel, S. H. Wilen, and L. M. Mander, "Stereochemistry of Organic Compounds," John Wiley & Sons, Inc., New York (1994), Chap. 10.2.
    • (1994) Stereochemistry of Organic Compounds
    • Eliel, E.L.1    Wilen, S.H.2    Mander, L.M.3
  • 10
    • 33644478041 scopus 로고    scopus 로고
    • note
    • 4 solution according to the procedure reported by Hart and Rajakumar (Ref. 6b), we unexpectedly found that the products were contaminated with the corresponding bromides 6-8 (Br instead of I). Additional experiments revealed that this phenomenon was common to the syntheses of other 2′-I substituted m-terphenyls by the Hart reaction, although the unusual reactivity could not be explained within our knowledge. It is important to add iodine as a THF solution (or without solvent) for facile transformation into the iodides.
  • 12
    • 33644479042 scopus 로고    scopus 로고
    • Ref. 2a, Chap. 14.5
    • Ref. 2a, Chap. 14.5.
  • 16
    • 0344621526 scopus 로고    scopus 로고
    • Indiana University, Bloomington, IN, USA
    • D. Kleier and G. Binsch, QCPE #165, Indiana University, Bloomington, IN, USA.
    • QCPE #165
    • Kleier, D.1    Binsch, G.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.