Solvent-free N-alkylation of 1, 3, 5-triaza-7: phospha-adamantane (PTA). (27th May 2019)

• Record Type: Journal Article
• Authors: Udvardy, Antal; Szolnoki, Csenge Tamara; Joó, Ferenc; Kathó, Ágnes
• Is Part Of: Phosphorus, sulfur, and silicon and the related elements. Volume 194:Number 4/6(2019)
• Page Start: 469
• Page End: 470
• Publication Date: 2019-05-27
• Subjects: PTA -- N-alkylation -- solvent-free -- ball-mill; Sulfur compounds -- Periodicals; Organosulfur compounds -- Periodicals; Phosphorus compounds -- Periodicals; Organophosphorus compounds -- Periodicals; Silicon compounds -- Periodicals; Organosilicon compounds -- Periodicals; 546
• DOI: 10.1080/10426507.2018.1539993
• Languages: English
• ISSNs: 1042-6507

Abstract

Abstract: 1, 3, 5-triaza-7-phosphaadamantane was alkylated under solvent-free conditions with CH3 I, CH3 -(CH2 )3 -Br, Br-(CH2 )4 -Br, OH-CH2 -CH2 Br, and CH3 CH2 OOCCH2 Br in a planetary ball mill with yields over 90%. Due to spontaneous resolution, both 1-(2-ethoxy-2-oxoethyl)-3, 5-diaza-1-azonia-3, 5-diaza-7-phosphaadamantane bromide (4 ) and (4-bromobutyl)-1-azonia-3, 5-diaza-7-phosphaadamantane bromide (5 ) were obtained in the solid state as conglomerates of enantiomorphic crystals. GRAPHICAL ABSTRACT: UF0001