Axially Chiral Bis(α-amino Acid)s and Their Deamino Analogues. Synthesis and Configurational Assignment

[img]PDF - Authorized users only
Language: English
88Kb
Title:Axially Chiral Bis(α-amino Acid)s and Their Deamino Analogues. Synthesis and Configurational Assignment
Creators:
Tichý, Miloš
Ridvan, Luděk
Buděšínský, Miloš
Závada, Jiří
Podlaha, Jaroslav
Císařová, Ivana
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 63, 2, pp. 211-221
Uncontrolled Keywords:Amino acids, NMR spectrometry, Chiral bis(α-amino acid)s, X-Ray diffraction, Axial chirality

Abstract

The axially chiral bis(α-amino acid)s <i>cis</i>-<strong>2</strong> and <i>trans</i>-<strong>2</strong> as possible building blocks for polymeric structures of novel type of helicity were prepared. Their configuration has been determined by NMR spectroscopy and, in the case of the <i>trans</i>-isomer, confirmed by single-crystal X-ray diffraction. Analogous pair of stereoisomeric diacids <i>cis</i>-<strong>3</strong> and <i>trans</i>-<strong>3</strong>, devoid of the amino groups, was also prepared and their configuration assigned. The observed differences in the NMR spectra of <i>cis</i>- and <i>trans</i>-isomers of <strong>2</strong> and <strong>3</strong> are discussed from the viewpoint of their different symmetry properties.

Title:Axially Chiral Bis(α-amino Acid)s and Their Deamino Analogues. Synthesis and Configurational Assignment
Creators:
Tichý, Miloš
Ridvan, Luděk
Buděšínský, Miloš
Závada, Jiří
Podlaha, Jaroslav
Císařová, Ivana
Uncontrolled Keywords:Amino acids, NMR spectrometry, Chiral bis(α-amino acid)s, X-Ray diffraction, Axial chirality
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:63
Number:2
Page Range:pp. 211-221
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19980211UNSPECIFIED
ID Code:1289
Item Type:Article
Deposited On:06 Feb 2009 17:08
Last Modified:06 Feb 2009 16:08

Citation

Tichý, Miloš; Ridvan, Luděk; Buděšínský, Miloš; Závada, Jiří; Podlaha, Jaroslav; Císařová, Ivana (1998) Axially Chiral Bis(α-amino Acid)s and Their Deamino Analogues. Synthesis and Configurational Assignment. Collection of Czechoslovak Chemical Communications, 63 (2). pp. 211-221. ISSN 0010-0765

Repository Staff Only: item control page