Formation of phosphine imide (HNPH3) and its phosphinous amide (H2N–PH2) isomer

Cheng Zhu; Alexandre Bergantini; Santosh K. Singh; Ralf I. Kaiser; André K. Eckhardt; Peter R. Schreiner; Ya-Syuan Huang; Bing-Jian Sun; Agnes H. H. Chang

doi:10.1039/D0CC08411E

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Formation of phosphine imide (HNPH₃) and its phosphinous amide (H₂N–PH₂) isomer†

Cheng Zhu,

^ab Alexandre Bergantini,

‡^ab Santosh K. Singh,^ab Ralf I. Kaiser,

*^ab André K. Eckhardt,

§*^c Peter R. Schreiner,

^c Ya-Syuan Huang,^d Bing-Jian Sun^d and Agnes H. H. Chang*^d

Author affiliations

* Corresponding authors

^a Department of Chemistry, University of Hawaii at Manoa, 2545 McCarthy Mall, Honolulu, HI 96822, USA

^b W. M. Keck Laboratory in Astrochemistry, University of Hawaii at Manoa, 2545 McCarthy Mall, Honolulu, HI 96822, USA
E-mail: ralfk@hawaii.edu

^c Institute of Organic Chemistry, Justus Liebig University, Heinrich-Buff-Ring 17, Giessen 35392, Germany
E-mail: ake05@mit.edu

^d Department of Chemistry, National Dong Hwa University, Shoufeng, Hualien 974, Taiwan
E-mail: hhchang@gms.ndhu.edu.tw

Abstract

We present the first formation of the previously elusive phosphine imide (HN [double bond, length as m-dash] PH₃) along with its phosphinous amide (H₂N–PH₂) isomer via exposure of phosphine (PH₃) and ammonia (NH₃) ices to ionizing radiation. Our approach may be extended to prepare, separate, and detect highly reactive compounds such as intermediates of Wittig reactions.

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Article information

DOI: https://doi.org/10.1039/D0CC08411E
Article type: Communication
Submitted: 30 Dec 2020
Accepted: 12 Apr 2021
First published: 14 Apr 2021

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Chem. Commun., 2021,57, 4958-4961

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Formation of phosphine imide (HNPH₃) and its phosphinous amide (H₂N–PH₂) isomer

C. Zhu, A. Bergantini, S. K. Singh, R. I. Kaiser, A. K. Eckhardt, P. R. Schreiner, Y. Huang, B. Sun and A. H. H. Chang, Chem. Commun., 2021, 57, 4958 DOI: 10.1039/D0CC08411E

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