Organometallic Tetrazole Derivatives: Preparation and Application to Organic Synthesis

Abstract

The data are integrated and systematized on preparation procedures and application to the organic synthesis of organometallic tetrazole derivatives, including 5-metallated tetrazoles and tetrazoles with a metalcarbon bond in a substituent, and also organotin tetrazoles.

The Total Synthesis and Biological Properties of the Cytotoxic Macrolide FD‐891 and Its Non‐Natural (Z)‐C12 Isomer

“…[40] Reduction of 55 under chelation control [17] to 56 and O-methylation by using methyl triflate and proton sponge [41] stereoselectively afforded 57. Hydrogenolytic O-debenzylation to 58, introduction of the tetrazolylthio [42] moiety via Mitsunobu reaction by using nBu 3 P [43] and Mo(VI)-catalysed sulfide-sulfone oxidation [44] gave rise to the desired aryl sulphone 25.…”

Azide Chemistry – An Inorganic Perspective, Part II[‡][3+2]‐Cycloaddition Reactions of Metal Azides and Related Systems

“…[180] Still, the μ 2 -κN 1 :κN 2 -bridging mode is a common motif, occurring, e.g., in the 1D coordination polymer Na(N 4 CMe)(H 2 O) 2 as well as within more complex tetrazolato-bridged structures. [108,158,201,203,204] Figure 1 and section 1.6.). [207] In most other cases, (R)CN 4 -is terminally σ-bonded (endon) through any of the nitrogen atoms or through the C 5 carbon, if the tetrazole ligand results from cycloaddition of isocyanide to metal-coordinated azide (chapter 4).…”

“…Their chemistry has also been dealt with in a series of fairly comprehensive reviews. [94,108,157,158] Organometallic complexes of azoles were shortly reviewed by Sadimenko. [159] A perfect update of the paper by Gaponik, Voitekhovich and Ivashkevich as far as methods of synthesis of tetrazole/tetrazolato metal complexes are concerned has now been presented by Popova, Trifonov and Ostrovskii.…”

“…For a more general listing of structurally characterized coordination modes among tetrazolato ligands, see Refs. [94,108,158]. [83] and [Pd{μ-N 4 CR}{N 4 CR}PPh 3 ] 2 (R = 2-C 4 H 3 S), [186] all of the discrete dinuclear tetrazolato-bridged complexes listed in Table 1 40,185] and commonly encountered in the structures of tetrazolatebased metal-organic frameworks (MOFs) (see, however, 1.2. and Refs.…”

Advances in synthesis of tetrazoles coordinated to metal ions

“…The data on the preparation methods and application of organometallic tetrazole derivatives including 5-metallotetrazoles and tetrazoles containing a metal-carbon bond in the substituent, and also organotintetrazoles are described and generalized in a previous review. 7 In this article we focus our attention on summarizing results of research on the main preparation procedures for tetrazole-containing metal complexes obtained from anionic and neutral tetrazole forms and containing a metal-nitrogen bond.…”