Synthesis and isolation of non-chromophore cage-rearranged silsesquioxanes from base-catalyzed reactions

Sasikarn Hanprasit; Nuttanee Tungkijanansin; Arisa Prompawilai; Supattra Eangpayung; Vuthichai Ervithayasuporn

doi:10.1039/c6dt02585d

Synthesis and isolation of non-chromophore cage-rearranged silsesquioxanes from base-catalyzed reactions

Sasikarn Hanprasit
, Nuttanee Tungkijanansin
, Arisa Prompawilai
, Supattra Eangpayung
, Vuthichai Ervithayasuporn

Mahidol University

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

24 Citations (Scopus)

Abstract

The nucleophilicity of both ortho- and meta-nitrophenolate anions is strong enough to give substituted products, but their basicity also facilitates cage-rearrangement reactions in polyhedral oligomeric silsesquioxanes (POSS). Anions having a stronger basicity, but weaker nucleophilicity, such as CO₃^2-, gave products only from cage-rearrangement, with the cage expansion products being isolable in multi-gram quantities using conventional column chromatography.

Original language	English
Pages (from-to)	16117-16120
Number of pages	4
Journal	Dalton Transactions
Volume	45
Issue number	41
DOIs	https://doi.org/10.1039/c6dt02585d
Publication status	Published - 2016
Externally published	Yes

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abstract = "The nucleophilicity of both ortho- and meta-nitrophenolate anions is strong enough to give substituted products, but their basicity also facilitates cage-rearrangement reactions in polyhedral oligomeric silsesquioxanes (POSS). Anions having a stronger basicity, but weaker nucleophilicity, such as CO32-, gave products only from cage-rearrangement, with the cage expansion products being isolable in multi-gram quantities using conventional column chromatography.",

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AU - Hanprasit, Sasikarn

AU - Tungkijanansin, Nuttanee

AU - Prompawilai, Arisa

AU - Eangpayung, Supattra

AU - Ervithayasuporn, Vuthichai

PY - 2016

Y1 - 2016

N2 - The nucleophilicity of both ortho- and meta-nitrophenolate anions is strong enough to give substituted products, but their basicity also facilitates cage-rearrangement reactions in polyhedral oligomeric silsesquioxanes (POSS). Anions having a stronger basicity, but weaker nucleophilicity, such as CO32-, gave products only from cage-rearrangement, with the cage expansion products being isolable in multi-gram quantities using conventional column chromatography.

AB - The nucleophilicity of both ortho- and meta-nitrophenolate anions is strong enough to give substituted products, but their basicity also facilitates cage-rearrangement reactions in polyhedral oligomeric silsesquioxanes (POSS). Anions having a stronger basicity, but weaker nucleophilicity, such as CO32-, gave products only from cage-rearrangement, with the cage expansion products being isolable in multi-gram quantities using conventional column chromatography.

UR - https://www.scopus.com/pages/publications/84992179853

U2 - 10.1039/c6dt02585d

DO - 10.1039/c6dt02585d

M3 - Article

AN - SCOPUS:84992179853

SN - 1477-9226

VL - 45

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EP - 16120

JO - Dalton Transactions

JF - Dalton Transactions

IS - 41

ER -

Synthesis and isolation of non-chromophore cage-rearranged silsesquioxanes from base-catalyzed reactions

Abstract

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