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Synthesis of the first radiolabeled 188 Re N ‐heterocyclic carbene complex and initial studies on its potential use in radiopharmaceutical applications
Author(s) -
Wagner Thomas,
Zeglis Brian M.,
Groveman Sam,
Hille Claudia,
Pöthig Alexander,
Francesconi Lynn C.,
Herrmann Wolfgang A.,
Kühn Fritz E.,
Reiner Thomas
Publication year - 2014
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.3203
Subject(s) - transmetalation , rhenium , carbene , chemistry , hexafluorophosphate , combinatorial chemistry , organic chemistry , catalysis , ionic liquid
A novel approach towards the synthesis of radiolabeled organometallic rhenium complexes is presented. We successfully synthesized and analyzed the first 188 Re‐labeled N ‐heterocyclic biscarbene complex, trans ‐dioxobis(1,1′‐methylene‐ bis (3,3′‐diisopropylimidazolium‐2‐ylidene)) 188 rhenium(V) hexafluorophosphate ( 188 Re‐4) via transmetalation using an air‐stable and moisture‐stable silver(I) biscarbene complex. In order to assess the viability of this complex as a potential lead structure for in vivo applications, the stability of the 188 Re‐NHC complex was tested in physiologically relevant media. Ultimately, our studies illustrate that the complex we synthesized dissociates rapidly and is therefore unsuitable for use in radiopharmaceuticals. However, it is clear that the transmetalation approach we have developed is a rapid, robust, and mild method for the synthesis of new 188 Re‐labeled carbene complexes. Copyright © 2014 John Wiley & Sons, Ltd.