Synthesis and characterization of octakis(3-propyl ethanethioate) octasilsesquioxane

Vuthichai Ervithayasuporn; Thapakorn Tomeechai; Nobuhiro Takeda; Masafumi Unno; Arada Chaiyanurakkul; Rangsinee Hamkool; Tanakorn Osotchan

doi:10.1021/om200477a

Synthesis and characterization of octakis(3-propyl ethanethioate) octasilsesquioxane

Vuthichai Ervithayasuporn
, Thapakorn Tomeechai
, Nobuhiro Takeda
, Masafumi Unno
, Arada Chaiyanurakkul
, Rangsinee Hamkool
, Tanakorn Osotchan

Mahidol University
Gunma University

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

24 Citations (Scopus)

Abstract

A novel octakis(3-propyl ethanethioate)octasilsesquioxane was successfully synthesized via nucleophilic substitution on octakis(3-chloropropyl) octasilsesquioxane using potassium thioacetate in aprotic dimethylformamide as a solvent. Complete substitution proceeded at room temperature within a day to produce a crystalline product in high yield. The reaction products were characterized by ¹H, ¹³C, and ²⁹Si NMR spectroscopy; ESI-MS; and single-crystal X-ray diffraction, confirming the structure of the cubic T₈ cage and demonstrating that the substitution reaction on eight side chains progressed smoothly under ambient conditions without any cage rearrangement or cage decomposition.

Original language	English
Pages (from-to)	4475-4478
Number of pages	4
Journal	Organometallics
Volume	30
Issue number	17
DOIs	https://doi.org/10.1021/om200477a
Publication status	Published - 12 Sept 2011
Externally published	Yes

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10.1021/om200477a

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title = "Synthesis and characterization of octakis(3-propyl ethanethioate) octasilsesquioxane",

abstract = "A novel octakis(3-propyl ethanethioate)octasilsesquioxane was successfully synthesized via nucleophilic substitution on octakis(3-chloropropyl) octasilsesquioxane using potassium thioacetate in aprotic dimethylformamide as a solvent. Complete substitution proceeded at room temperature within a day to produce a crystalline product in high yield. The reaction products were characterized by 1H, 13C, and 29Si NMR spectroscopy; ESI-MS; and single-crystal X-ray diffraction, confirming the structure of the cubic T8 cage and demonstrating that the substitution reaction on eight side chains progressed smoothly under ambient conditions without any cage rearrangement or cage decomposition.",

author = "Vuthichai Ervithayasuporn and Thapakorn Tomeechai and Nobuhiro Takeda and Masafumi Unno and Arada Chaiyanurakkul and Rangsinee Hamkool and Tanakorn Osotchan",

year = "2011",

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doi = "10.1021/om200477a",

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T1 - Synthesis and characterization of octakis(3-propyl ethanethioate) octasilsesquioxane

AU - Ervithayasuporn, Vuthichai

AU - Tomeechai, Thapakorn

AU - Takeda, Nobuhiro

AU - Unno, Masafumi

AU - Chaiyanurakkul, Arada

AU - Hamkool, Rangsinee

AU - Osotchan, Tanakorn

PY - 2011/9/12

Y1 - 2011/9/12

N2 - A novel octakis(3-propyl ethanethioate)octasilsesquioxane was successfully synthesized via nucleophilic substitution on octakis(3-chloropropyl) octasilsesquioxane using potassium thioacetate in aprotic dimethylformamide as a solvent. Complete substitution proceeded at room temperature within a day to produce a crystalline product in high yield. The reaction products were characterized by 1H, 13C, and 29Si NMR spectroscopy; ESI-MS; and single-crystal X-ray diffraction, confirming the structure of the cubic T8 cage and demonstrating that the substitution reaction on eight side chains progressed smoothly under ambient conditions without any cage rearrangement or cage decomposition.

AB - A novel octakis(3-propyl ethanethioate)octasilsesquioxane was successfully synthesized via nucleophilic substitution on octakis(3-chloropropyl) octasilsesquioxane using potassium thioacetate in aprotic dimethylformamide as a solvent. Complete substitution proceeded at room temperature within a day to produce a crystalline product in high yield. The reaction products were characterized by 1H, 13C, and 29Si NMR spectroscopy; ESI-MS; and single-crystal X-ray diffraction, confirming the structure of the cubic T8 cage and demonstrating that the substitution reaction on eight side chains progressed smoothly under ambient conditions without any cage rearrangement or cage decomposition.

UR - https://www.scopus.com/pages/publications/80052451101

U2 - 10.1021/om200477a

DO - 10.1021/om200477a

M3 - Article

AN - SCOPUS:80052451101

SN - 0276-7333

VL - 30

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EP - 4478

JO - Organometallics

JF - Organometallics

IS - 17

ER -

Synthesis and characterization of octakis(3-propyl ethanethioate) octasilsesquioxane

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