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Guanidine Metal Complexes for Bioinorganic Chemistry and Polymerisation Catalysis

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Guanidines as Reagents and Catalysts II

Part of the book series: Topics in Heterocyclic Chemistry ((TOPICS,volume 51))

Abstract

Guanidines are highly useful ligands which have conquered coordination chemistry within the last 20 years. Their CN3 moiety allows multiple substitution patterns which enables tailoring them to a large variety of applications, ranging from bioinorganic coordination chemistry via medicinal chemistry to polymerisation catalysis. In bioinorganic chemistry, guanidines gave important stimuli in the modelling of copper type 1, 2 and 3 enzymes. This review provides with a comprehensive overview on complexes which have been reported with neutral guanidine ligands. Peralkylated guanidines as well as bicyclic or more complex guanidine-comprising entities are described in their coordination chemistry with transition and main-group metals. The structural features of the complexes as well as their most prominent features in bioinorganic chemistry or polymerisation catalysis are highlighted. Hereby, the role of the delocalisation of the positive charge within the guanidine unit gained during coordination is discussed in its importance for efficient and robust coordination. The delocalisation within the CN3 unit can be measured by the structural value ρ which is discussed for numerous systems. The charge delocalisation makes neutral guanidines versatile and efficient for the stabilisation of highly different coordination modes and a large variety of oxidation states.

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Abbreviations

ATRP:

Atom transfer radical polymerisation

DβM:

Dopamine β-monooxygenase

Fc*:

Decamethylferrocene

LMCT:

Ligand to metal charge transfer

MLCT:

Metal to ligand charge transfer

PD:

Polydispersity

PhIO:

Iodosylbenzene

sPhIO:

2-(tert-butylsulfonyl)-iodosylbenzene

PHM:

Peptidylglycine α-hydroxylating monooxygenase

ROP:

Ring-opening polymerisation

TEMPO:

2,2,6,6-Tetramethylpiperidyl-1-oxyl

XAS:

X-ray absorption spectroscopy

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Authors and Affiliations

  1. Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstr. 5-13, 81377, Munich, Germany

    Julia Stanek, Angela Metz & Johannes Mannsperger

  2. Lehrstuhl für Bioanorganische Chemie, Rheinisch-Westfälische Technische Hochschule Aachen University, Institut für Anorganische Chemie, Landoltweg 1, 52074, Aachen, Germany

    Thomas Rösener, Alexander Hoffmann & Sonja Herres-Pawlis

Authors
  1. Julia Stanek
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  2. Thomas Rösener
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  3. Angela Metz
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  4. Johannes Mannsperger
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  5. Alexander Hoffmann
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  6. Sonja Herres-Pawlis
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Corresponding author

Correspondence to Sonja Herres-Pawlis .

Editor information

Editors and Affiliations

  1. Patheon Inc. , Linz, Austria

    Philipp Selig

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© 2015 Springer International Publishing Switzerland

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Stanek, J., Rösener, T., Metz, A., Mannsperger, J., Hoffmann, A., Herres-Pawlis, S. (2015). Guanidine Metal Complexes for Bioinorganic Chemistry and Polymerisation Catalysis. In: Selig, P. (eds) Guanidines as Reagents and Catalysts II. Topics in Heterocyclic Chemistry, vol 51. Springer, Cham. https://doi.org/10.1007/7081_2015_173

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