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A Clean One-Pot Synthesis of Structurally Ordered Linear, Monocyclic, and Bicyclic Oligosiloxanes.
Shinohara, Yoshihiro; Hatori, Makiko; Yamashita, Hiroshi; Igarashi, Masayasu; Sato, Kazuhiko; Fukaya, Norihisa; Shimada, Shigeru.
Afiliación
  • Shinohara Y; National Institute of Advanced Industrial Science and Technology (AIST), Central 5, 1-1-1, Higashi, Tsukuba, Ibaraki 305-8565, Japan.
  • Hatori M; Current address: Research Facility Center for Science and Technology, University of Tsukuba, 1-1-1, Tennodai, Tsukuba, Ibaraki 305-8577, Japan.
  • Yamashita H; National Institute of Advanced Industrial Science and Technology (AIST), Central 5, 1-1-1, Higashi, Tsukuba, Ibaraki 305-8565, Japan.
  • Igarashi M; National Institute of Advanced Industrial Science and Technology (AIST), Central 5, 1-1-1, Higashi, Tsukuba, Ibaraki 305-8565, Japan.
  • Sato K; National Institute of Advanced Industrial Science and Technology (AIST), Central 5, 1-1-1, Higashi, Tsukuba, Ibaraki 305-8565, Japan.
  • Fukaya N; National Institute of Advanced Industrial Science and Technology (AIST), Central 5, 1-1-1, Higashi, Tsukuba, Ibaraki 305-8565, Japan.
  • Shimada S; National Institute of Advanced Industrial Science and Technology (AIST), Central 5, 1-1-1, Higashi, Tsukuba, Ibaraki 305-8565, Japan.
Angew Chem Int Ed Engl ; : e202412808, 2024 Aug 22.
Article en En | MEDLINE | ID: mdl-39175330
ABSTRACT
A highly selective cross-coupling reaction between Si-OAc (AcO=acetoxy) and Si-OH compounds that generates unsymmetrical and symmetrical oligosiloxanes concurrent with the release of acetic acid has been developed. The high selectivity arises from the reactivity difference that depends on the varying number of acetoxy groups present, thus facilitating a clean one-pot synthesis of oligosiloxanes. For instance, the reactions of di-, tri-, or tetraacetoxysilanes with silanols furnish acetoxy-containing di- and trisiloxanes in high yield. Two equivalents of tetraacetoxysilane can react with various silanediols to form 1,1,1,3,3,3-hexaacetoxytrisiloxanes, which subsequently react with a second molecule of a silanediol to selectively afford 1,1,3,3-tetraacetoxycyclotetrasiloxanes. The cyclotetrasiloxanes further react with a third molecule of silanediol to provide unprecedented bicyclic pentasiloxanes with acetoxy groups at the bridgehead silicon atoms. Applications of the acetoxy-containing products as efficient surface-treatment agents and new building blocks for highly heat-resistant materials are demonstrated.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Angew Chem Int Ed Engl Año: 2024 Tipo del documento: Article País de afiliación: Japón Pais de publicación: Alemania
Texto completo
Añadir a Mi BVS
Imprimir
XML
PubMed Links
Buscar en Google

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Angew Chem Int Ed Engl Año: 2024 Tipo del documento: Article País de afiliación: Japón Pais de publicación: Alemania