Conformational Mobility Study in Mono Quinone Derivative of Calix[4]arene by Low Temperature NMR Spectroscopy

Author(s): Elham Hassibi, Saeed Taghvaei Ganjali*, Mohamad Mahmoodi Hashemi, Reza Zadmard, Shahram Moradi Dehaghi.

Journal Name: Letters in Organic Chemistry

Volume 17 , Issue 2 , 2020

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Abstract:

Calix[4]monoquinone (3) has been synthesized by oxidation of rigid cone conformation of tripropoxy calix[4]arene (2), and conformational characteristics of this molecule have been studied by means of dynamic nuclear magnetic resonance (DNMR) and HH- correlated nuclear magnetic resonance spectroscopy (HH-COSY NMR). On the basis of the data that have been obtained, free Gibbs energy of activation (ΔG#) for quinone ring interconversion process of 3 was determined 12.3±0.05 Kcal/mol by coalescence approximation method.

Keywords: Calix[4]arenes, calixquinones, coalescence temperature, conformational mobility, pseudo flatted cone conformation, flip flopping interconversion.

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Article Details

VOLUME: 17
ISSUE: 2
Year: 2020
Page: [101 - 106]
Pages: 6
DOI: 10.2174/1570178616666190228130119
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