A study of the stereochemistry and electronic transitions of cyclic and acyclic thioamides by crystallography, spectroscopy and computational methods

Knut Rang

A study of the stereochemistry and electronic transitions of cyclic and acyclic thioamides by crystallography, spectroscopy and computational methods

Knut Rang

Centrum för analys och syntes

Forskningsoutput: Avhandling › Doktorsavhandling (sammanläggning)

Sammanfattning

Popular Abstract in Swedish
En studie av konformationer och elektronövergångar i ett antal rodaniner, ett tiourinämne och ett par ditiokarbamater m.h.a. kristallografi, spectroskopi och datatekniska beräkningsmetoder.

Originalspråk	engelska
Kvalifikation	Doktor
Tilldelande institution	Centrum för analys och syntes
Handledare	[unknown], [unknown], handledare, Extern person
Tilldelningsdatum	1998 maj 29
Förlag	Organic Chemistry, Lund University
Status	Published - 1998

Bibliografisk information

Defence details

Date: 1998-05-29
Time: 13:15
Place: Room F

External reviewer(s)

Name: Mannschreck, Albrecht
Title: Professor
Affiliation: Universität Regensburg, Institut für Organische Chemie, D-93040 Regensburg, Deutschland

---

Article: K. Rang, J. Sandström, L.Thell and Q. Yang, Crystal and Molecular structure of 3-isopropyl-5-phenylrhodanine, Acta Chemica Scandinavica B 39 (1985) 123.

Article: I. Pettersson, K. Rang and J. Sandström., Conformational studies of 3-alkylrhodanines and an analogous mesoionic compound., Acta chemica Scandinavica B 40 (1986) 751.

Article: K. Rang, F.-L. Liao, J. Sandström and S.-L. Wang., Conformations and conformational changes of 3-isobutyl- and 3-neopentylrhodanines. A case of steric attraction studied by X-ray crystallography, NOE effects and force-field calculations, J. Chem. Soc. Perkin Trans. 2 (1995) 1521.

Article: K. Rang, R. Isaksson and J. Sandström, Chromatographic enantiomerseparation and circular dichroism spectra of chiral rhodanines, J. Chem. Soc. Perkin Trans. 2 (1996) 1493.

Article: K. Rang, F.-L. Liao, J. Sandström and S.- L. Wang, Diastereomers of 3-(S)-(1-phenylethyl)-5-methyl and -5-phenylrhodanine: crystal structures, conformations and circular dichroism spectra, Chirality 9 (1997) 568.

Article: K. Rang, J. Sandström and C. Svensson, The conformational equilibrium of N,N'-bis[(S)-1-phenylethyl]-thiourea and its solvent dependence, studied by NMR and CD spectra and by X-ray crystallography, Accepted for publication by Canadian Journal of Chemistry.

Article: K. Rang and J. Sandström, The N-(1-phenylethyl)-dithiocarbamate anion, electronic transitions, ultraviolet and CD spectra and reversible formation of its ammonium salts, Manuscript.

The information about affiliations in this record was updated in December 2015.
The record was previously connected to the following departments: Organic chemistry (S/LTH) (011001240)

Ämnesklassifikation (UKÄ)

Organisk kemi

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@phdthesis{994ed208b38d477ab0e6bb9da26e0e9f,

title = "A study of the stereochemistry and electronic transitions of cyclic and acyclic thioamides by crystallography, spectroscopy and computational methods",

abstract = "Analysis of conformations and electron transitions of 3-(alkyl or aralkyl)-5-(methyl or phenyl)rhodanines with analogues and N,N'-bis[(S)-1-phenylethyl]-thiourea have been performed by X-ray crystallography, 1H NMR, molecular mechanics, ultraviolet spectroscopy and for the chiral rhodanines, enantiomer chromatography and circular dichroism spectroscopy. The magnitude of rotational barriers has been determined. Attractive steric effect is determined in the syn form of 3-neopentyl-5-phenylrhodanine. Absolute configurations are determined for the anti and syn forms of 3-(S)-(1-phenylethyl)-5-methylrhodanine. A special study is made with the N-[(S)-(1-phenylethyl)]-dithiocarbamate anion and the equilibrium of its ammonium salt.",

keywords = "UV and CD spectroscopy, rotational barriers, DNMR, X-ray, N'-bis[(S)-1-phenylethyl]-thiourea, N, attractive steric effect, chiral, phenyl or H-)rhodanines, 3-(alkyl or aralkyl)-5-(methyl, Conformations, electronic transitions, molecular mechanics, enantiom, Organic chemistry, Organisk kemi",

author = "Knut Rang",

note = "Defence details Date: 1998-05-29 Time: 13:15 Place: Room F External reviewer(s) Name: Mannschreck, Albrecht Title: Professor Affiliation: Universit{\"a}t Regensburg, Institut f{\"u}r Organische Chemie, D-93040 Regensburg, Deutschland --- Article: K. Rang, J. Sandstr{\"o}m, L.Thell and Q. Yang, Crystal and Molecular structure of 3-isopropyl-5-phenylrhodanine, Acta Chemica Scandinavica B 39 (1985) 123. Article: I. Pettersson, K. Rang and J. Sandstr{\"o}m., Conformational studies of 3-alkylrhodanines and an analogous mesoionic compound., Acta chemica Scandinavica B 40 (1986) 751. Article: K. Rang, F.-L. Liao, J. Sandstr{\"o}m and S.-L. Wang., Conformations and conformational changes of 3-isobutyl- and 3-neopentylrhodanines. A case of steric attraction studied by X-ray crystallography, NOE effects and force-field calculations, J. Chem. Soc. Perkin Trans. 2 (1995) 1521. Article: K. Rang, R. Isaksson and J. Sandstr{\"o}m, Chromatographic enantiomerseparation and circular dichroism spectra of chiral rhodanines, J. Chem. Soc. Perkin Trans. 2 (1996) 1493. Article: K. Rang, F.-L. Liao, J. Sandstr{\"o}m and S.- L. Wang, Diastereomers of 3-(S)-(1-phenylethyl)-5-methyl and -5-phenylrhodanine: crystal structures, conformations and circular dichroism spectra, Chirality 9 (1997) 568. Article: K. Rang, J. Sandstr{\"o}m and C. Svensson, The conformational equilibrium of N,N'-bis[(S)-1-phenylethyl]-thiourea and its solvent dependence, studied by NMR and CD spectra and by X-ray crystallography, Accepted for publication by Canadian Journal of Chemistry. Article: K. Rang and J. Sandstr{\"o}m, The N-(1-phenylethyl)-dithiocarbamate anion, electronic transitions, ultraviolet and CD spectra and reversible formation of its ammonium salts, Manuscript. The information about affiliations in this record was updated in December 2015. The record was previously connected to the following departments: Organic chemistry (S/LTH) (011001240)",

year = "1998",

language = "English",

publisher = "Organic Chemistry, Lund University",

type = "Doctoral Thesis (compilation)",

school = "Centre for Analysis and Synthesis",

}

TY - THES

T1 - A study of the stereochemistry and electronic transitions of cyclic and acyclic thioamides by crystallography, spectroscopy and computational methods

AU - Rang, Knut

N1 - Defence details Date: 1998-05-29 Time: 13:15 Place: Room F External reviewer(s) Name: Mannschreck, Albrecht Title: Professor Affiliation: Universität Regensburg, Institut für Organische Chemie, D-93040 Regensburg, Deutschland --- Article: K. Rang, J. Sandström, L.Thell and Q. Yang, Crystal and Molecular structure of 3-isopropyl-5-phenylrhodanine, Acta Chemica Scandinavica B 39 (1985) 123. Article: I. Pettersson, K. Rang and J. Sandström., Conformational studies of 3-alkylrhodanines and an analogous mesoionic compound., Acta chemica Scandinavica B 40 (1986) 751. Article: K. Rang, F.-L. Liao, J. Sandström and S.-L. Wang., Conformations and conformational changes of 3-isobutyl- and 3-neopentylrhodanines. A case of steric attraction studied by X-ray crystallography, NOE effects and force-field calculations, J. Chem. Soc. Perkin Trans. 2 (1995) 1521. Article: K. Rang, R. Isaksson and J. Sandström, Chromatographic enantiomerseparation and circular dichroism spectra of chiral rhodanines, J. Chem. Soc. Perkin Trans. 2 (1996) 1493. Article: K. Rang, F.-L. Liao, J. Sandström and S.- L. Wang, Diastereomers of 3-(S)-(1-phenylethyl)-5-methyl and -5-phenylrhodanine: crystal structures, conformations and circular dichroism spectra, Chirality 9 (1997) 568. Article: K. Rang, J. Sandström and C. Svensson, The conformational equilibrium of N,N'-bis[(S)-1-phenylethyl]-thiourea and its solvent dependence, studied by NMR and CD spectra and by X-ray crystallography, Accepted for publication by Canadian Journal of Chemistry. Article: K. Rang and J. Sandström, The N-(1-phenylethyl)-dithiocarbamate anion, electronic transitions, ultraviolet and CD spectra and reversible formation of its ammonium salts, Manuscript. The information about affiliations in this record was updated in December 2015. The record was previously connected to the following departments: Organic chemistry (S/LTH) (011001240)

PY - 1998

Y1 - 1998

N2 - Analysis of conformations and electron transitions of 3-(alkyl or aralkyl)-5-(methyl or phenyl)rhodanines with analogues and N,N'-bis[(S)-1-phenylethyl]-thiourea have been performed by X-ray crystallography, 1H NMR, molecular mechanics, ultraviolet spectroscopy and for the chiral rhodanines, enantiomer chromatography and circular dichroism spectroscopy. The magnitude of rotational barriers has been determined. Attractive steric effect is determined in the syn form of 3-neopentyl-5-phenylrhodanine. Absolute configurations are determined for the anti and syn forms of 3-(S)-(1-phenylethyl)-5-methylrhodanine. A special study is made with the N-[(S)-(1-phenylethyl)]-dithiocarbamate anion and the equilibrium of its ammonium salt.

AB - Analysis of conformations and electron transitions of 3-(alkyl or aralkyl)-5-(methyl or phenyl)rhodanines with analogues and N,N'-bis[(S)-1-phenylethyl]-thiourea have been performed by X-ray crystallography, 1H NMR, molecular mechanics, ultraviolet spectroscopy and for the chiral rhodanines, enantiomer chromatography and circular dichroism spectroscopy. The magnitude of rotational barriers has been determined. Attractive steric effect is determined in the syn form of 3-neopentyl-5-phenylrhodanine. Absolute configurations are determined for the anti and syn forms of 3-(S)-(1-phenylethyl)-5-methylrhodanine. A special study is made with the N-[(S)-(1-phenylethyl)]-dithiocarbamate anion and the equilibrium of its ammonium salt.

KW - UV and CD spectroscopy

KW - rotational barriers

KW - DNMR

KW - X-ray

KW - N'-bis[(S)-1-phenylethyl]-thiourea

KW - N

KW - attractive steric effect

KW - chiral

KW - phenyl or H-)rhodanines

KW - 3-(alkyl or aralkyl)-5-(methyl

KW - Conformations

KW - electronic transitions

KW - molecular mechanics

KW - enantiom

KW - Organic chemistry

KW - Organisk kemi

M3 - Doctoral Thesis (compilation)

PB - Organic Chemistry, Lund University

ER -

A study of the stereochemistry and electronic transitions of cyclic and acyclic thioamides by crystallography, spectroscopy and computational methods

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Bibliografisk information

Ämnesklassifikation (UKÄ)

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