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Preparation,1H and13C NMR, and ab initio/IGLO study of mono-O-protonated deltic acid an...
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Preparation,1H and13C NMR, and ab initio/IGLO study of mono-O-protonated deltic acid and theoretical investigation of di-, tri-, and tetra-O-protonated deltic acids
作者:
GK Surya Prakash,
Golam Rasul,
George A Olah,
Ronghua Liu,
Thomas T Tidwell,
期刊:
Canadian Journal of Chemistry
(NRC Available online 1999)
卷期:
Volume 77,
issue 5-6
页码: 525-529
ISSN:0008-4042
年代: 1999
DOI:10.1139/v98-166
出版商: NRC Research Press
数据来源: NRC
摘要:
The hitherto elusive mono-O-protonated deltic acid C3O3H3+was prepared by protolysis of di-tert-butoxy deltate in FSO3H-SO2ClF and in FSO3H:SbF5(Magic Acid; 1:1 molar solution) in SO2ClF as solvent at -78°C and was characterized by1H and13C NMR spectroscopy. The structure and NMR chemical shifts were also calculated by the ab initio/IGLO method. No NMR evidence was found for persistent di-O-protonated deltic acid under these conditions, although a limited equilibrium with the mono-O-protonated species can be involved. Di-, tri-, and tetra-O-protonated deltic acids were also studied by ab initio/IGLO method.Key words: protonated deltic acid, aromaticity, superacids, NMR spectroscopy, ab initio and IGLO calculations
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