Online journal “Fluorine notes” ISSN 2071-4807, Vol. 5(114), 2017; DOI: 10.17677/fn20714807.2017.05.04 1 Synthesis of 2,2'-azanediylbis(N,N-bis(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl) acetamide) - a novel fluorous secondary amine with four perfluorooctyl chains Anikó Nemes, Gitta Schlosser, Antal Csámpai, Dénes Szabó and József Rábai* Institute of Chemistry, Eötvös Loránd University, Pázmány Péter sétány 1-A, 1117 Budapest, Hungary E-mail: rabai@elte.hu Abstract: Bis(perfluorooctylpropyl)amine and N-(benzyloxycarbonyl)iminodiacetic acid di(pentafluorophenyl) ester was heated in C6H5CF3 to afford a fluorous diamide with four perfluorooctyl chains, which on deprotection with catalytic hydrogenation in FC-72 (a mixture of perfluorohexanes) solvent gave the appropriate secondary amine in high yield. Although this fluorous secondary amine showed rather low solubility in perfluoroalkanes at room temperature it was found to solubilize colloidal palladium particles in ether, BTF and perfluoroalkanes. Keywords: fluorous amines, fluorous scavengers, fluorous dendrimers Fluorous primary (1 o ), secondary (2 o ) and tertiary (3 o ) amines of the type [Rfn(CH2)mRfn]xNH3-x) are important building blocks and reagents in fluorous chemistry [1].Their fluorous aldehyde and fluorous alkyl iodide precursors are easily accessible [2].The 2 o amine [(C6F13CH2CH2)3SiCH2CH2CH2]2NH with six perfluorohexyl chains was synthesized and introduced as a fluorous scavenger in the automated solution phase parallel synthesis of an urea library by Curran et al. [3]. Another application of a heavy fluorous support with six perfluorooctyl chains (Scheme 1), enabled the synthesis of a bio-active peptide, Leu-enkephalin using Fmoc-strategy as reported by Mizuno et al. [4]. Figure 1. Structure of a heavy fluorous support used for peptide synthesis (cf. [4]).