A Tuneable Ge-based Linker that Enables Application-led Solid Phase ­Synthesis Optimisation - Towards a Robust Iterative Synthesis of Oligothiophenes

Synlett ◽  
2004 ◽  
pp. 111-115 ◽  
Author(s):  
Alan C. Spivey ◽  
David J. Turner ◽  
Michael L. Turner ◽  
Stephen Yeates
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Phase Synthesis ◽  
Iterative Synthesis

A Novel Strategy for the Solid Phase Synthesis of Ultra Pure Organic Semiconductors

2003 ◽  
Vol 771 ◽  
Author(s):  
D. Turner ◽  
A. Spivey ◽  
D. Cupertino ◽  
P. Mackie ◽  
R. Anemian ◽  
...  
Keyword(s):  
Organic Semiconductors ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Cross Coupling ◽  
Phase Synthesis ◽  
Synthetic Strategy ◽  
Novel Strategy ◽  
Key Steps ◽  
Iterative Synthesis

AbstractA new solid phase synthetic strategy for the production of organic semiconductors has been developed. The strategy uses a germanium-based linker and Suzuki-type cross-coupling protocols and has been demonstrated for the iterative synthesis of both a regio-regular oligo-3-alkyl-thiophene and an oligoarylamine. The process also incorporates a novel “doublecoupling” after each iteration which minimizes deletion sequences. The key steps exploits the susceptibility of α-silyl- or α-silyloxy- but not germyl-substituted derivatives toward nucleophilic ipso-protodemetalation.

Towards a general solid phase approach for the iterative synthesis of conjugated oligomers using a germanium based linker - first solid phase synthesis of an oligo-(triarylamine)

2007 ◽  
Vol 5 (11) ◽  
pp. 1752-1763 ◽  
Author(s):  
David J. Turner ◽  
Rémi Anémian ◽  
Philip R. Mackie ◽  
Domenico C. Cupertino ◽  
Stephen G. Yeates ◽  
...  
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Conjugated Oligomers ◽  
Phase Synthesis ◽  
Phase Approach ◽  
Iterative Synthesis

Synthesis and Screening of A DNA-Encoded Library of Non-Peptidic Macrocycles

2020 ◽  
Author(s):  
Eric Koesema ◽  
Animesh Roy ◽  
Nicholas G. Paciaroni ◽  
Thomas Kodadek
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Cell Permeability ◽  
Phase Synthesis ◽  
Protein Ligands ◽  
High Affinity ◽  
Scaffold Diversity

There is considerable interest in the development of libraries of non-peptidic macrocycles as a source of ligands for difficult targets. We report here the solid-phase synthesis of a DNA-encoded library of several hundred thousand thioether-linked macrocycles. The library was designed to be highly diverse with respect to backbone scaffold diversity and to minimize the number of amide N-H bonds, which compromise cell permeability. The utility of the library as a source of protein ligands is demonstrated through the isolation of compounds that bind streptavidin, a model target, with high affinity.

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