An inorganic Huisgen reaction between a 1,2-diboraallene and an azide to access a diboratriazole

Regioselective Huisgen cycloaddition reaction between 1,2-diboraallene and azide proceeds under catalyst-free and mild conditions to furnish a diboratriazole (2). X-ray diffraction analysis and computational studies confirmed the delocalization of π electrons over the B2 N3 five-membered ring of (2)...

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Main Authors: Zhu, Lizhao, Kinjo, Rei
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2022
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Online Access:https://hdl.handle.net/10356/162733
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Institution: Nanyang Technological University
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spelling sg-ntu-dr.10356-1627332023-02-28T20:03:49Z An inorganic Huisgen reaction between a 1,2-diboraallene and an azide to access a diboratriazole Zhu, Lizhao Kinjo, Rei School of Physical and Mathematical Sciences Science::Chemistry Aromaticity Huisgen Reaction Regioselective Huisgen cycloaddition reaction between 1,2-diboraallene and azide proceeds under catalyst-free and mild conditions to furnish a diboratriazole (2). X-ray diffraction analysis and computational studies confirmed the delocalization of π electrons over the B2 N3 five-membered ring of (2), indicating its aromatic features. Molecule (2) spontaneously releases N2 to form the 2,3-dibora-4-aza-1,3-butenyne derivative (3). The mechanism of a whole reaction profile was extensively investigated by density functional theory (DFT) calculations. Ministry of Education (MOE) Nanyang Technological University Submitted/Accepted version We are grateful to Nanyang Technological University (NTU) and the Singapore Ministry of Education (MOE2018-T2-2-048(S)) for financial support. 2022-11-07T07:11:28Z 2022-11-07T07:11:28Z 2022 Journal Article Zhu, L. & Kinjo, R. (2022). An inorganic Huisgen reaction between a 1,2-diboraallene and an azide to access a diboratriazole. Angewandte Chemie International Edition, 61(42), e202207631-. https://dx.doi.org/10.1002/anie.202207631 1433-7851 https://hdl.handle.net/10356/162733 10.1002/anie.202207631 36036442 2-s2.0-85138308442 42 61 e202207631 en MOE2018-T2-2-048(S) Angewandte Chemie International Edition © 2022 Wiley-VCHGmbH. All rights reserved. This is the peer reviewed version of the following article: Zhu, L. & Kinjo, R. (2022). An inorganic Huisgen reaction between a 1,2-diboraallene and an azide to access a diboratriazole. Angewandte Chemie International Edition, 61(42), e202207631-, which has been published in final form at https://doi.org/10.1002/anie.202207631. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Science::Chemistry
Aromaticity
Huisgen Reaction
spellingShingle Science::Chemistry
Aromaticity
Huisgen Reaction
Zhu, Lizhao
Kinjo, Rei
An inorganic Huisgen reaction between a 1,2-diboraallene and an azide to access a diboratriazole
description Regioselective Huisgen cycloaddition reaction between 1,2-diboraallene and azide proceeds under catalyst-free and mild conditions to furnish a diboratriazole (2). X-ray diffraction analysis and computational studies confirmed the delocalization of π electrons over the B2 N3 five-membered ring of (2), indicating its aromatic features. Molecule (2) spontaneously releases N2 to form the 2,3-dibora-4-aza-1,3-butenyne derivative (3). The mechanism of a whole reaction profile was extensively investigated by density functional theory (DFT) calculations.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Zhu, Lizhao
Kinjo, Rei
format Article
author Zhu, Lizhao
Kinjo, Rei
author_sort Zhu, Lizhao
title An inorganic Huisgen reaction between a 1,2-diboraallene and an azide to access a diboratriazole
title_short An inorganic Huisgen reaction between a 1,2-diboraallene and an azide to access a diboratriazole
title_full An inorganic Huisgen reaction between a 1,2-diboraallene and an azide to access a diboratriazole
title_fullStr An inorganic Huisgen reaction between a 1,2-diboraallene and an azide to access a diboratriazole
title_full_unstemmed An inorganic Huisgen reaction between a 1,2-diboraallene and an azide to access a diboratriazole
title_sort inorganic huisgen reaction between a 1,2-diboraallene and an azide to access a diboratriazole
publishDate 2022
url https://hdl.handle.net/10356/162733
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