A New Bis-Tröger's Base: Synthesis, Spectroscopy, Crystal Structure and Isomerization

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Title:A New Bis-Tröger's Base: Synthesis, Spectroscopy, Crystal Structure and Isomerization
Creators:
Valík, Martin
Matějka, Pavel
Herdtweck, Eberhardt
Král, Vladimír
Dolensky, Bohumil
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 71, 9, pp. 1278-1302
Uncontrolled Keywords:Chiral receptors, Isomerization, Molecular tweezers, X-Ray diffraction, Tröger's bases, IR/Raman spectroscopy, NMR spectroscopy

Abstract

A new bis-Tröger's base was prepared from a tetraamine precursor as a mixture of two diastereoisomers. One of the isomers has a chair-like geometry, and the other possesses a boat-like geometry, embodying molecular tweezers. A one-pot preparation of bis-TB isomers and their interconversion under acid conditions was also studied. Structures of both isomers were confirmed by single-crystal X-ray diffraction. Extensive spectroscopic data, including <sup>1</sup>H and <sup>13</sup>C&nbsp;NMR, IR and Raman spectra of the isomers, are given. <p>

Title:A New Bis-Tröger's Base: Synthesis, Spectroscopy, Crystal Structure and Isomerization
Creators:
Valík, Martin
Matějka, Pavel
Herdtweck, Eberhardt
Král, Vladimír
Dolensky, Bohumil
Uncontrolled Keywords:Chiral receptors, Isomerization, Molecular tweezers, X-Ray diffraction, Tröger's bases, IR/Raman spectroscopy, NMR spectroscopy
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:71
Number:9
Page Range:pp. 1278-1302
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc20061278UNSPECIFIED
ID Code:2542
Item Type:Article
Deposited On:06 Feb 2009 17:19
Last Modified:06 Feb 2009 16:19

Citation

Valík, Martin; Matějka, Pavel; Herdtweck, Eberhardt; Král, Vladimír; Dolensky, Bohumil (2006) A New Bis-Tröger's Base: Synthesis, Spectroscopy, Crystal Structure and Isomerization. Collection of Czechoslovak Chemical Communications, 71 (9). pp. 1278-1302. ISSN 0010-0765

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