Homochiral Zn and Cd Coordination Polymers Containing Amino Acid−Tetrazole Ligands

Abstract

The reactions of (S)-3-cyanophenylalanine with NaN(3) in the presence of H(2)O and Lewis acids (ZnCl(2) and CdCl(2)) afford two unprecedented 3D homochiral networks, mono[(S)-5-(3-tetrazoyl)-phenylalaninato]zinc(II) (1) and mono[(S)-5-(3-tetrazoyl)-phenylalaninato]cadmium(II) monoaqua(II) (2), respectively. The two compounds are isostructural with noninterpenetrated SrAl(2) topology. The structure of these coordination polymers gives new insight into Sharpless' reaction of chiral 5-substituted 1H-tetrazole and homochiral supramolecular array constructions.

Biologically derived metal organic frameworks

“…For example, the modification of the phenyl ring in Phe with a tetrazole affords a 3-dimensional bio-MOF whereas 1-and 2-dimensional structures are common using a metal ion and non-modified Phe. [95] The two compounds, mono[(S)-5-(3-tetrazoyl)-phenylalaninato]zinc(II) and mono[(S)-5-(3-tetrazoyl)-phenylalaninato]cadmium(II) monoaqua reported by Li et al, were isostructural with a non-interpenetrated SrAl2 topology (Table 1, entry 17). [48] Rational design to adjust the "depth" and the "width" of the ligands showed that one could control the size and shape of the 2-dimensional Zn II and Cd II chiral bio-MOFs by introducing different functionalities into the phenyl ring.…”

Three novel coordination networks dependent upon H2btze ligand [H2btze=1,2-bis(tetrazol-5-yl) ethane]

“…that of 2 and 3. In fact, 3D coordination frameworks normally show higher robustness than the 1D and 2D ones [16,17].…”

Synthesis and biological properties of amino acids and peptides containing a tetrazolyl moiety

“…Thus, Qu et al 104 used L-(3-cyanophenyl)alanine (90) to form zinc complexes (for example, compound 91 in Scheme 32) and cadmium complexes containing the tetrazolyl derivative of phenylalanine as ligands.…”