Dehydrogenative Silylation of Alcohols Under Pd‐Nanoparticle Catalysis

Abstract

Pd‐nanoparticle‐catalyzed dehydrogenative coupling between various hydrosilanes and alcohols was shown to provide silyl ethers in good and reproducible yields. The synthetic methodology is effective for a wide range of simple and bulky silanes and secondary alcohols, while keeping various other functional groups intact. The procedure also exhibits high selectivity for the silylation of primary versus secondary alcohols in 1,2‐diols, and allows the successive silylation of alkynols and hydrogenation of the triple bond to afford Z‐alkenols in good yields.

Unraveling a Biomass-Derived Multiphase Catalyst for the Dehydrogenative Coupling of Silanes with Alcohols under Aerobic Conditions

“…To date, a wide variety of transition-metal-based complexes, − alkaline earth metals, and alkali metal bases , have been reported as catalysts for the dehydrogenative coupling of hydrosilanes with alcohols. Moreover, metal-free boron-based Lewis acids − and N-heterocyclic carbenes have also efficiently catalyzed this reaction.…”

“…With regard to the use of heterogeneous catalysts for the dehydrogenative coupling reaction of hydrosilanes with alcohols, among various available heterogeneous systems, ,− metal catalysts modified by (doped) graphitic carbon have shown promising results. Cu NPs supported on doped (-boron and/or -nitrogen) graphene, Cu 2 O, or Ag facet-oriented nanoplatelets on graphene films, as well as, atomically dispersed Co species anchored on ultrathin two-dimensional N-doped carbon have been proved to be active catalysts for the title reaction.…”

Recent advances in catalytic silylation of hydroxyl‐bearing compounds: A green technique for protection of alcohols using Si–O bond formations

“…In order to synthesize different organic molecules, that is, reagents, biomaterial polymers and drug compounds, different selective hydroxyl protections on substrate materials have been performed. [30][31][32][33][35][36][37][38] There are several methods applied in order to protect alcohol. In this sense, silylation can be regarded as one of the most common and easy methods in order to protect hydroxyl and thiol groups.…”

A Highly Effective Route to Si−O−Si Moieties through O‐Silylation of Silanols and Polyhedral Oligomeric Silsesquioxane Silanols with Disilazanes

“…[1][2][3] There are severalm ethods that utilize different silylating agents( e.g., alkoxy-, [4,5] allyl-, [6,7] vinyl-, [8,9] hydro-, [10][11][12][13][14] and halosilanes, [15,16] and others [17,18] )t om odify various functional groups such as ÀOH, ÀSH, and ÀNH. [1][2][3] There are severalm ethods that utilize different silylating agents( e.g., alkoxy-, [4,5] allyl-, [6,7] vinyl-, [8,9] hydro-, [10][11][12][13][14] and halosilanes, [15,16] and others [17,18] )t om odify various functional groups such as ÀOH, ÀSH, and ÀNH.…”