Synthesis and applications of tert-alkoxysiloxane linkers in solid-phase chemistry

Straightforward syntheses of two tert-alkoxysilyl chloride functionalised resins 3 and 31 that allow facile attachment of 1°, 2°, 3° alcohols and phenols to the solid-phase have been achieved. Resin 3 displayed useful loading levels (0.7 mmol/g), and it was stable to storage in activated form. Siloxanes from reaction of 3 with alcohols and phenols were compatible with a variety of reaction conditions commonly used in solid-phase synthesis.

Graphical abstractDownload full-size imageThe syntheses of two tert-alkoxysilyl chloride resins are reported, along with some examples of applications as linkers for alcohols in solid-phase chemistry.