Cycloadditions of Diazoalkenes with P4 and tBuCP: Access to Diazaphospholes

Hauer, Sebastian and Reitz, Justus and Koike, Taichi and Hansmann, Max M. and Wolf, Robert (2024) Cycloadditions of Diazoalkenes with P4 and tBuCP: Access to Diazaphospholes. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 63 (38). ISSN 1521-3773

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Abstract

Diazoalkenes readily react with tert-butylphosphaalkyne (tBuCP) and white phosphorus (P-4) to afford novel phosphorus heterocycles, 3H-1,2,4-diazamonophospholes and 1,2,3,4-diazadiphospholes. Both species represent rare examples of neutral heterophospholes. The mechanism of formation and the electronic structures of these formal (3+2) cycloaddition products were analyzed computationally. The new phospholes form structurally diverse coordination compounds with transition metal and main group elements. Given the growing number of stable diazoalkenes, this work offers a straightforward route to neutral aza(di-)phospholes as a new ligand class.

Item Type: Article
Uncontrolled Keywords: 5-MEMBERED PHOSPHORUS-HETEROCYCLES; BOND COVALENT RADII; WHITE PHOSPHORUS; ACTIVATION; ELEMENTS; FUNCTIONALIZATION; COMPLEXES; Diazoalkenes; main-group chemistry; azaphospholes; transition-metal chemistry; nitrogen heterocycles
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Anorganische Chemie > Arbeitskreis Prof. Dr. Robert Wolf
Depositing User: Dr. Gernot Deinzer
Date Deposited: 16 Dec 2025 08:17
Last Modified: 16 Dec 2025 08:17
URI: https://pred.uni-regensburg.de/id/eprint/64114

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