A Tetrakis(tetrazolyl) Analogue of EDTA

作者:Touti Faycal; Maurin Philippe; Hasserodt Jens*
来源:European Journal of Organic Chemistry, 2009, 2009(10): 1495-1498.
DOI:10.1002/ejoc.200900016

摘要

The tetrazole moiety is usually established in situ with the corresponding inconveniences, such as reactant incompatibility, yield. In most of these cases, the tetrazole is formed in its nonprotected form. Subsequent protection is unattractive because of the promiscuous formation of two regioisomers. No particular protecting group has seen widespread use. The growing field of site-selective oxidation of unactivated hydrocarbons makes use of metal complexes based on multi-dentate ligands displaying nitrogen coordination sites. We have characterized an easily accessible, benzyl-protected synthon that allows the convergent introduction of the tetrazolylmethyl moiety and its smooth deprotection by catalytic hydrogenation. With the straightforward synthesis of the new hexadentate ligand EDTT, we have demonstrated the utility of this synthon for the fields of coordination, medicinal, and organocatalytic chemistry.

  • 出版日期2009-4