Preparation of the library of fluorescent aromatic aminophosphonate phenyl and benzyl esters

GRAPHICAL ABSTRACT

ABSTRACT

Classical hydrophosphonylation of Schiff bases have been used for the preparation of library of diphenyl and dibenzyl aromatic aminomethylphosphonates N-substituted with aromatic moieties. The reaction, although being capricious provided the desired products in satisfactory yields. When using harsh reaction conditions conversion of diphenyl esters into monophenyl ones was observed. On the other hand, the use of more delicate conditions resulted in lack of hydrophosphonylation. The fluorescence studies revealed that the obtained library could be used for the construction of diagnostic microarrays.

KEYWORDS:

• Aminophosphonate library
• fluorescence
• hydrophosphonylation

Funding

This work was supported in part by Wroclaw Research Centre EIT+ under the project BioMed (POIG.01.01.02–02–003/08) financed from the European Regional Development Fund (Operational Programme Innovative Economy, 1.1.2) and in part by a statutory activity subsidy from the Polish Ministry of Science and Higher Education.