Barbara Gawdzik

Synthesis of enantiomerically and diastereomerically pure oxazaborolo-benzoxazaborininone derivatives of resorcinarene from l-proline

Abstract The novel oxazaborolo-benzoxazaborininone derivatives of resorcinarene were synthesised from l -proline in high diastereomeric excess (>98%). The boron compounds were used as an element linking the carboxy group, the hydroxy group as well as the lone electron pair of the nitrogen atom.

Synthesis of 4-substituted (6-hydroxy-2-hexen-1-yl)-diphenylphosphin oxides and their application to the Horner-Wittig reaction /

Abstract Two (E)-(6-hydroxy-2-hexen-1-yl)diphenylophosphine oxides with one (5) or two (6) methyl groups at C-4 were synthesized from crotonaldehyde or 3-methyl-2-butenal. These phosphine oxides were used in the Homer-Wittig reaction with two aldehydes and three ketones. Two dienols obtained (7c and 7d) are isomers of famesol and geraniol, respectively.

Preparation of partially functionalised resorcinarene derivatives

The conditions for synthesis of mono-, di- and trifunctionalised resorcinarenes by catalysed Mannich reaction are described. A series of these compounds are functionalised with different functional groups.

Synthesis and crystallographic structure of boron derivatives of N-(2-hydroxy-naphthylmethyl)-L-proline

Abstract A highly diastereoselective synthesis (>98%) of novel chiral (3aS)-4-oxo-6-phenyl-2,3,3a,4,6,14-hexahydro-1H-naphtho[1,2-e]pyrrolo[1′,2′:3,4][1,3,2]oxazaborolo-[2,3-b][1,3,2]oxazaborinin-15-ium-6-uide (2a) and (3aS)-6-(naphthalen-2-yl)-4-oxo-2,3,3a,4,6,14-hexahydro-1H-naphtho[1,2-e]pyrrolo[1′,2′:3,4][1,3,2]oxazaborolo[2,3-b][1,3,2] oxazaborinin-15-ium-6-uide (2b) compounds is described and details of the crystal structures are presented.

CCDC 849590: Experimental Crystal Structure Determination

Related Article: Alicja Wzorek, Barbara Gawdzik, Witold Gladkowski, Mariusz Urbaniak, Anita Baranska, Maura Malinska, Krzysztof Woźniak, Katarzyna Kempinska, Joanna Wietrzyk|2013|J.Mol.Struct.|1047|160|doi:10.1016/j.molstruc.2013.05.010

CCDC 849589: Experimental Crystal Structure Determination

Related Article: Alicja Wzorek, Barbara Gawdzik, Witold Gladkowski, Mariusz Urbaniak, Anita Baranska, Maura Malinska, Krzysztof Woźniak, Katarzyna Kempinska, Joanna Wietrzyk|2013|J.Mol.Struct.|1047|160|doi:10.1016/j.molstruc.2013.05.010

New Simple and Selective Synthesis of the Mesitylene[4]arene and its Crystal Structure

A saddle conformer of mesitylene[4]arene has been synthesised and its crystal structure solved and refined using single crystal X-ray diffraction at 100 K and 293 K. The influence of selected Lewis acids and different solvents on the outcome of the synthesis has been studied.

Diiso­propyl [(2‐hydroxy‐1‐naphthyl)­methyl­]phospho­nate

The bond lengths and angles in the title compound, C17H23PO4, are in accordance with anticipated values. There are two conformers in the asymmetric unit. They differ from each other in the orientation of the C and P tetrahedra. Analysis of the structure does not reveal any significant differences between the bond distances and angles of the molxadecules in the asymmetric unit. In the crystal structure, the conformers are linked by O—H⋯O=P and C—H⋯O hydrogen bonds.

Synthesis of Alkenynyl Vinyl Silanes

The diethyl (3-dimethylvinylsilyl-2-propyn-1-yl)phosphonate (2) and (3-dimethylvinylsilyl-2-propyn-1-yl)diphenylphosphine oxide (3) were synthesized from 3-chloro-1-dimethylvinylsilylpropyne. Both synthons were applied in the reactions with carbonyl compounds.