Rotational Energy Barrier around the C1–C11 Single Bond in Lamellarins: A Study by Variable-Temperature NMR

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Abstract

In order to estimate the free energy barrier to rotation around the C1-C11 single bond in lamellarins, new lamellarin analogues (1a), (1b), (2a), and (2b) possessing diastereotopic protons or carbons at the C1 aryl moiety were synthesized. Variable-temperature 1H and 13C NMR measurements of these analogues revealed that the free energy barriers to rotation around the C1-C11 axis in 5,6-saturated and 5,6-unsaturated lamellarins were around 72-74 and 83-87 kJ/mol, respectively.

Journal

  • HETEROCYCLES

    HETEROCYCLES 88(2), 1121-1133, 2014

    日本複素環化学研究所

Codes

  • NII Article ID (NAID)
    120005365972
  • Text Lang
    ENG
  • Article Type
    journal article
  • ISSN
    0385-5414
  • Data Source
    IR 
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