Tin(IV)-Porphyrin Tetracarbonyl Cobaltate: An Efficient Catalyst for the Carbonylation of Epoxides

Cationic tin(IV) porphyrins with tetracarbonyl cobaltates were synthesized, exhibiting bifunctional catalytic reactivity. The Lewis acidic tin-porphyrin center activated epoxides; concurrently, cobalt carbonyl anions efficiently opened epoxides and delivered carbonyl moieties. Thus, a series of β-la...

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Main Authors:	Ek Raj Baral, Dongwook Kim, Sunwoo Lee, Myung Hwan Park, Jeung Gon Kim
Format:	Article
Language:	English
Published:	MDPI AG 2019-03-01
Series:	Catalysts
Subjects:	tin-porphyrin carbonylation epoxide β-lactone
Online Access:	https://www.mdpi.com/2073-4344/9/4/311

id	doaj-95ab0fa46d394edb9866dbd9cf19aca9
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spelling	doaj-95ab0fa46d394edb9866dbd9cf19aca92020-11-25T02:18:08ZengMDPI AGCatalysts2073-43442019-03-019431110.3390/catal9040311catal9040311Tin(IV)-Porphyrin Tetracarbonyl Cobaltate: An Efficient Catalyst for the Carbonylation of EpoxidesEk Raj Baral0Dongwook Kim1Sunwoo Lee2Myung Hwan Park3Jeung Gon Kim4Department of Chemistry and Research Institute of Physics and Chemistry, Chonbuk National University, Jeonju 54896, KoreaCenter for Catalytic Hydrocarbon Functionalizations, Institute for Basic Science, Daejeon 34141, KoreaDepartment of Chemistry, Chonnam National University, Gwangju 61186, KoreaDepartment of Chemistry Education, Chungbuk National University, Cheongju 28644, KoreaDepartment of Chemistry and Research Institute of Physics and Chemistry, Chonbuk National University, Jeonju 54896, KoreaCationic tin(IV) porphyrins with tetracarbonyl cobaltates were synthesized, exhibiting bifunctional catalytic reactivity. The Lewis acidic tin-porphyrin center activated epoxides; concurrently, cobalt carbonyl anions efficiently opened epoxides and delivered carbonyl moieties. Thus, a series of β-lactones with a high synthetic value were obtained. This catalytic system showed excellent efficiency exceeding a turnover number of one thousand with a broad substrate scope. In addition, the presented tin porphyrin-based catalyst exhibited exclusive chemoselectivity to terminal epoxides over internal ones. The selective carbonylation of di-epoxides demonstrated the usefulness of these catalysts in the synthesis of complex molecular structures.https://www.mdpi.com/2073-4344/9/4/311tin-porphyrincarbonylationepoxideβ-lactone
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Ek Raj Baral Dongwook Kim Sunwoo Lee Myung Hwan Park Jeung Gon Kim
spellingShingle	Ek Raj Baral Dongwook Kim Sunwoo Lee Myung Hwan Park Jeung Gon Kim Tin(IV)-Porphyrin Tetracarbonyl Cobaltate: An Efficient Catalyst for the Carbonylation of Epoxides Catalysts tin-porphyrin carbonylation epoxide β-lactone
author_facet	Ek Raj Baral Dongwook Kim Sunwoo Lee Myung Hwan Park Jeung Gon Kim
author_sort	Ek Raj Baral
title	Tin(IV)-Porphyrin Tetracarbonyl Cobaltate: An Efficient Catalyst for the Carbonylation of Epoxides
title_short	Tin(IV)-Porphyrin Tetracarbonyl Cobaltate: An Efficient Catalyst for the Carbonylation of Epoxides
title_full	Tin(IV)-Porphyrin Tetracarbonyl Cobaltate: An Efficient Catalyst for the Carbonylation of Epoxides
title_fullStr	Tin(IV)-Porphyrin Tetracarbonyl Cobaltate: An Efficient Catalyst for the Carbonylation of Epoxides
title_full_unstemmed	Tin(IV)-Porphyrin Tetracarbonyl Cobaltate: An Efficient Catalyst for the Carbonylation of Epoxides
title_sort	tin(iv)-porphyrin tetracarbonyl cobaltate: an efficient catalyst for the carbonylation of epoxides
publisher	MDPI AG
series	Catalysts
issn	2073-4344
publishDate	2019-03-01
description	Cationic tin(IV) porphyrins with tetracarbonyl cobaltates were synthesized, exhibiting bifunctional catalytic reactivity. The Lewis acidic tin-porphyrin center activated epoxides; concurrently, cobalt carbonyl anions efficiently opened epoxides and delivered carbonyl moieties. Thus, a series of β-lactones with a high synthetic value were obtained. This catalytic system showed excellent efficiency exceeding a turnover number of one thousand with a broad substrate scope. In addition, the presented tin porphyrin-based catalyst exhibited exclusive chemoselectivity to terminal epoxides over internal ones. The selective carbonylation of di-epoxides demonstrated the usefulness of these catalysts in the synthesis of complex molecular structures.
topic	tin-porphyrin carbonylation epoxide β-lactone
url	https://www.mdpi.com/2073-4344/9/4/311
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Tin(IV)-Porphyrin Tetracarbonyl Cobaltate: An Efficient Catalyst for the Carbonylation of Epoxides

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