AI Article Synopsis

  • Conjugated aldehydes and ketones react with Me2PhSiBpin in the presence of Au nanoparticles on TiO2, leading to β-borylation products through intermediate silaboration adducts.
  • This reaction pathway contrasts with similar metal-catalyzed processes, which typically yield β-silylation instead.
  • The β-borylation process is also effective with pinBBpin under the same conditions across various conjugated carbonyl compounds, including less reactive esters and amides in Au-catalyzed silaboration attempts.

Article Abstract

Conjugated aldehydes and ketones undergo reaction with Me2PhSiBpin (pin: pinacolato) catalyzed by Au nanoparticles supported on TiO2 forming exclusively the β-borylation products, via the intermediate formation of the labile silaboration adducts. This chemoselectivity pathway is complementary to the so far known analogous reaction catalyzed by other metals, where β-silylation occurs instead. β-Borylation also occurs with pinBBpin under identical reaction conditions in a variety of conjugated carbonyl compounds, including esters and amides which are unreactive in their attempted Au-catalyzed silaboration.

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http://dx.doi.org/10.1039/d0ob01806fDOI Listing

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