Solution phase studies towards the synthesis of triarylamine oligomers using a germanium linker on a solid support

Tipo de material: Texto

TextoSeries ; Tetrahedron Letters, 46(39):6717-6721, 2005Trabajos contenidos:

Anemian, R
Cupertino, D.C
Mackie, P.R
Yeates, S.G

Recursos en línea:

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Resumen: In this letter, we describe the iterative solution phase synthesis of a triarylamine trimer as proof of concept towards the synthesis of oligomeric materials by solid-phase synthesis. Our model system utilises the stability of germanium linkers to nucleophilic conditions to develop efficient steps towards oligomer synthesis via (i)selective deprotection of tert-butyl-dimethyl-silyl ether (OTBDMS)functionality, (ii)conversion to reactive trifluoromethanesulfonate (triflate)functionality and (iii)Suzuki cross-coupling reactions.

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In this letter, we describe the iterative solution phase synthesis of a triarylamine trimer as proof of concept towards the synthesis of oligomeric materials by solid-phase synthesis. Our model system utilises the stability of germanium linkers to nucleophilic conditions to develop efficient steps towards oligomer synthesis via (i)selective deprotection of tert-butyl-dimethyl-silyl ether (OTBDMS)functionality, (ii)conversion to reactive trifluoromethanesulfonate (triflate)functionality and (iii)Suzuki cross-coupling reactions.

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