Über die oxidationsprodukte von thiocarbonsäureamiden

Walter, Wolfgang; Holst, Joachim

doi:10.1016/0022-2860(71)87031-x

Cited by 9 publications

(2 citation statements)

References 24 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…[241] A similar displacement reaction appears to be involved in the synthesis of 174 from carbene 136 and SO 2 X 2 (X ϭ Cl, F). [242] The crystal structures of 171 [243] and 174 [242] show CϪS bond lengths (171: 182.7 Scheme 31. Amidiniumsulfonates, -phosphonates and -phosphinates 2-Chloro(tetramethyl)formamidinium chloride (172, R ϭ Me) served also as the starting material for the preparation of amidiniumphosphonates.…”

Section: Betainesmentioning

confidence: 99%

Carbene Complexes of Nonmetals

Kirmse

2005

Eur J Org Chem

View full text Add to dashboard Cite

Electrophilic carbenes accept a variety of n‐ and π‐donors. The products range from persistent ylides to matrix‐isolated xenon complexes. Ylides can be viewed as carbene complexes if they regenerate carbenes thermally or undergo concerted methylene transfer reactions. According to these definitions, the present review focuses on oxonium and iodonium ylides. Transient π‐complexes appear to be involved in addition reactions of carbenes with arenes (but not with alkenes). Nucleophilic carbenes form adducts with Lewis acids which are, for the most part, stable and have been well characterized structurally. Only recently attention has been directed to reversible systems. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)

show abstract

Section: Betainesmentioning

confidence: 99%

Carbene Complexes of Nonmetals

Kirmse

2005

Eur J Org Chem

View full text Add to dashboard Cite

show abstract

“…Example 6: According to Lagalante et al, 58 the solvatochromic band shifts of 4-nitropyridine N-oxide predominantly depend on the HB acidity of solvents. acidity of HBD solvents) and were called E B , 59 E T SO , 60 and AN (acceptor number). 61 Example 8: According to Taft et al, 8 Ph−SO−Me is a strong HBA indicator for which the solvent-dependent 13 C NMR shifts arise predominantly from hydrogen-bonding of HBD solvents to the sulfoxide group.…”

Section: ■ Theoretical Modelsmentioning

confidence: 99%

Determination of a Solvent Hydrogen-Bond Acidity Scale by Means of the Solvatochromism of Pyridinium-N-phenolate Betaine Dye 30 and PCM-TD-DFT Calculations

et al. 2014

View full text Add to dashboard Cite

Empirical parameters of solvents describing their hydrogen-bond (HB) acidity (e.g., the Kamlet-Taft α parameter) are often difficult to determine for new solvents because they are not directly related to a single definition process. Here, we propose a simple method based on one probe, the betaine dye 30, and one reference process, the solvatochromism of this dye, measured by its first electronic transition energy, ET(30). These ET(30) values are calculated within the time-dependent density functional theory framework, using a polarizable continuum solvent model (PCM). The part of ET(30) values that is not included in the PCM calculation is taken as the HB component of the measured ET(30) values, allowing us to deduce a solvent HB acidity parameter α1. The validity of this simple model is assessed by good linear correlations between α1 and a variety of solute properties mainly depending on the solvent's HB acidity. The quality of fit observed with α1 is at least comparable with that obtained by previous solvent HB acidity scales. The simplicity of our method is illustrated by the determination of α1 and of its companion, the electrostatic solvent parameter ES, for some new green solvents derived from glycerol.

show abstract

Über die Oxidationsprodukte von Thiocarbonsäureamiden, XXVIII¹⁾ Konfiguration und behinderte Rotation in aryl‐alkyl‐substitutierten Thioharnstoff‐S‐trioxiden (α‐Amino‐α‐iminomethansulfonsäurebetaine)

Walter

Ruess

1974

Justus Liebigs Ann. Chem.

View full text Add to dashboard Cite

Mehrere aryl-alkyl-substituierte Thioharnstoff-S-trioxide wurden entweder durch direkte Oxidation der entsprechend substituierten Thioharnstoffe rnit Peroxyessigsaure oder durch Methylierung von Thioharnstoff-S-trioxiden mit Diazomethan dargestellt. Durch 1H-NMR-Messungen wurde gezeigt, daB beim Vergleich mit den entsprechend substituierten Thioharnstoffen die Substituenten im Thioharnstoff-S-trioxid-System bevorzugt die E-Stellung einnehmen. Dies ist zuruckzufiihren auf die dann mogliche Ausbildung einer intramolekularen Wasserstoffbriicke zur Sulfonatgruppe und darauf, daR die gegenuber dem Thionschwefel im Thioharnstoffsystem um drei Sauerstoffatome groRere Gruppe im Thioharnstoff-S-trioxid-System eine zusatzliche sterische Behinderung mit Alkyl-und Arylsubstituenten und elektrostatische AbstoRung rnit Arylsubstituenten in der Z-Konfiguration hervorruft. Fur das S-Trioxid 8 c konnten drei Rotationsisomere nachgewiesen werden. -Die freien Aktivierungsenthalpien der Rotation wurden bestimmt und mit den Werten fur Thioharnstoffe verglichen.

show abstract

Über die oxidationsprodukte von thiocarbonsäureamiden

Cited by 9 publications

References 24 publications

Carbene Complexes of Nonmetals

Carbene Complexes of Nonmetals

Determination of a Solvent Hydrogen-Bond Acidity Scale by Means of the Solvatochromism of Pyridinium-N-phenolate Betaine Dye 30 and PCM-TD-DFT Calculations

Über die Oxidationsprodukte von Thiocarbonsäureamiden, XXVIII¹⁾ Konfiguration und behinderte Rotation in aryl‐alkyl‐substitutierten Thioharnstoff‐S‐trioxiden (α‐Amino‐α‐iminomethansulfonsäurebetaine)

Contact Info

Product

Resources

About

Über die oxidationsprodukte von thiocarbonsäureamiden

Cited by 9 publications

References 24 publications

Carbene Complexes of Nonmetals

Carbene Complexes of Nonmetals

Determination of a Solvent Hydrogen-Bond Acidity Scale by Means of the Solvatochromism of Pyridinium-N-phenolate Betaine Dye 30 and PCM-TD-DFT Calculations

Über die Oxidationsprodukte von Thiocarbonsäureamiden, XXVIII1) Konfiguration und behinderte Rotation in aryl‐alkyl‐substitutierten Thioharnstoff‐S‐trioxiden (α‐Amino‐α‐iminomethansulfonsäurebetaine)

Contact Info

Product

Resources

About

Über die Oxidationsprodukte von Thiocarbonsäureamiden, XXVIII¹⁾ Konfiguration und behinderte Rotation in aryl‐alkyl‐substitutierten Thioharnstoff‐S‐trioxiden (α‐Amino‐α‐iminomethansulfonsäurebetaine)