Scalable Synthesis of Hydrido-Disiloxanes from Silanes: A One-Pot Preparation of 1,3-Diphenyldisiloxane from Phenylsilane

Joseph A. Buonomo; Carter G. Eiden; Courtney C. Aldrich

doi:10.1055/s-0036-1588580

Scalable Synthesis of Hydrido-Disiloxanes from Silanes: A One-Pot Preparation of 1,3-Diphenyldisiloxane from Phenylsilane

Joseph A. Buonomo, Carter G. Eiden, Courtney C. Aldrich

Medicinal Chemistry

Research output: Contribution to journal › Article › peer-review

11 Scopus citations

Abstract

A simple, one-pot, and high-yielding synthesis of 1,3-diphenyldisiloxane is presented. The preparation of similar symmetrical disiloxane materials is also accomplished with this same protocol. This mechano-chemical procedure is efficient and highly scalable, furnishing a convenient route to hydrido-disiloxanes from widely accessible commercially available silanes.

Original language	English (US)
Pages (from-to)	278-281
Number of pages	4
Journal	Synthesis (Germany)
Volume	50
Issue number	2
DOIs	https://doi.org/10.1055/s-0036-1588580
State	Published - Jan 18 2018

Bibliographical note

Funding Information:
This work was supported by the University of Minnesota College of Pharmacy, an NSF Graduate Research Fellowship to J.A.B. (GRFP: 00039202), a Bighley Fellowship to J.A.B. (UMN-COP), and a Chemical-Biology Interface Training Grant to C.G.E. (T32-GM008700).

Publisher Copyright:
© Georg Thieme Verlag KG Stuttgart New York.

Keywords

ball-milling
chlorination
copper
one-pot
silane
siloxane

Publisher link

10.1055/s-0036-1588580

https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5898624

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title = "Scalable Synthesis of Hydrido-Disiloxanes from Silanes: A One-Pot Preparation of 1,3-Diphenyldisiloxane from Phenylsilane",

abstract = "A simple, one-pot, and high-yielding synthesis of 1,3-diphenyldisiloxane is presented. The preparation of similar symmetrical disiloxane materials is also accomplished with this same protocol. This mechano-chemical procedure is efficient and highly scalable, furnishing a convenient route to hydrido-disiloxanes from widely accessible commercially available silanes.",

keywords = "ball-milling, chlorination, copper, one-pot, silane, siloxane",

author = "Buonomo, {Joseph A.} and Eiden, {Carter G.} and Aldrich, {Courtney C.}",

note = "Funding Information: This work was supported by the University of Minnesota College of Pharmacy, an NSF Graduate Research Fellowship to J.A.B. (GRFP: 00039202), a Bighley Fellowship to J.A.B. (UMN-COP), and a Chemical-Biology Interface Training Grant to C.G.E. (T32-GM008700). Publisher Copyright: {\textcopyright} Georg Thieme Verlag KG Stuttgart New York.",

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AU - Buonomo, Joseph A.

AU - Eiden, Carter G.

AU - Aldrich, Courtney C.

N1 - Funding Information: This work was supported by the University of Minnesota College of Pharmacy, an NSF Graduate Research Fellowship to J.A.B. (GRFP: 00039202), a Bighley Fellowship to J.A.B. (UMN-COP), and a Chemical-Biology Interface Training Grant to C.G.E. (T32-GM008700). Publisher Copyright: © Georg Thieme Verlag KG Stuttgart New York.

PY - 2018/1/18

Y1 - 2018/1/18

N2 - A simple, one-pot, and high-yielding synthesis of 1,3-diphenyldisiloxane is presented. The preparation of similar symmetrical disiloxane materials is also accomplished with this same protocol. This mechano-chemical procedure is efficient and highly scalable, furnishing a convenient route to hydrido-disiloxanes from widely accessible commercially available silanes.

AB - A simple, one-pot, and high-yielding synthesis of 1,3-diphenyldisiloxane is presented. The preparation of similar symmetrical disiloxane materials is also accomplished with this same protocol. This mechano-chemical procedure is efficient and highly scalable, furnishing a convenient route to hydrido-disiloxanes from widely accessible commercially available silanes.

KW - ball-milling

KW - chlorination

KW - copper

KW - one-pot

KW - silane

KW - siloxane

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Scalable Synthesis of Hydrido-Disiloxanes from Silanes: A One-Pot Preparation of 1,3-Diphenyldisiloxane from Phenylsilane

Abstract

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Keywords

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