Preparation of Polyfunctionalized Grignard Reagents and their Application in Aryne Chemistry

Lin, Wenwei (2006): Preparation of Polyfunctionalized Grignard Reagents and their Application in Aryne Chemistry. Dissertation, LMU München: Faculty of Chemistry and Pharmacy

Abstract

The preparation of polyfunctinalized arynes has been achieved by the controlled elimination of readily generated 2-magnesiated aryl arylsulfonates obtained by a low temperature halogen/Mg-exchange starting from the corresponding iodides. New types of Grignard reagents via the addition of magnesium aryl thiolates, amides and selenides to arynes and heteroarynes have been prepared. An easy access to highly functionalized arylmagnesium reagents prepared by direct magnesiation of carbocyclic aromatic rings with TMPMgClLiCl was developed.

• Item Type: Theses (Dissertation, LMU Munich)
• Keywords: polyfunctionalized Grignard reagent, aryne, benzyne, magnesiation, directing group
• Subjects: 500 Natural sciences and mathematics; 500 Natural sciences and mathematics > 540 Chemistry and allied sciences
• Faculties: Faculty of Chemistry and Pharmacy
• Language: English
• Date of oral examination: 13. November 2006
• 1. Referee: Knochel, Paul
• Signature of the printed copy: 0001/UMC 15767