Isolation of Phosphinoimino-2-imidazoline

Che Chang Chong; Rakesh Ganguly; Yongxin Li; Rei Kinjo

doi:10.1002/zaac.201600184

Isolation of Phosphinoimino-2-imidazoline

Che Chang Chong, Rakesh Ganguly, Yongxin Li, Rei Kinjo^*

^*Corresponding author for this work

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

2 Citations (Scopus)

Abstract

The phosphinoimino-2-imidazoline 4 was synthesized by a salt elimination reaction between LiNIPr [NIPr = 1,3-bis(2,6-(diisopropylphenyl)imidazolin-2-ylidenamino)] and 2-chloro-1,3,2-diazaphospholene. DFT study revealed that the HOMO of 4 involves the lone pair orbitals on the P atom and the N atom at the exocyclic P–N bond. Compound 4 displays selectivity in coordinating to acids. Thus, the N atom at the exocyclic P–N bond coordinates to a hard acid (HCl) which eventually led to the cleavage of the P–N bond, while the central P atom forms a dative bond with a soft Lewis acid, BH₃.

Original language	English
Pages (from-to)	1264-1268
Number of pages	5
Journal	Zeitschrift fur Anorganische und Allgemeine Chemie
Volume	642
Issue number	22
DOIs	https://doi.org/10.1002/zaac.201600184
Publication status	Published - Nov 2016
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim

ASJC Scopus Subject Areas

Inorganic Chemistry

Keywords

N-heterocyclic phosphanes; Coordination chemistry; Carbenes; Lewis bases; Lithium

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10.1002/zaac.201600184

Cite this

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title = "Isolation of Phosphinoimino-2-imidazoline",

abstract = "The phosphinoimino-2-imidazoline 4 was synthesized by a salt elimination reaction between LiNIPr [NIPr = 1,3-bis(2,6-(diisopropylphenyl)imidazolin-2-ylidenamino)] and 2-chloro-1,3,2-diazaphospholene. DFT study revealed that the HOMO of 4 involves the lone pair orbitals on the P atom and the N atom at the exocyclic P–N bond. Compound 4 displays selectivity in coordinating to acids. Thus, the N atom at the exocyclic P–N bond coordinates to a hard acid (HCl) which eventually led to the cleavage of the P–N bond, while the central P atom forms a dative bond with a soft Lewis acid, BH3.",

keywords = "N-heterocyclic phosphanes; Coordination chemistry; Carbenes; Lewis bases; Lithium",

author = "Chong, {Che Chang} and Rakesh Ganguly and Yongxin Li and Rei Kinjo",

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T1 - Isolation of Phosphinoimino-2-imidazoline

AU - Chong, Che Chang

AU - Ganguly, Rakesh

AU - Li, Yongxin

AU - Kinjo, Rei

PY - 2016/11

Y1 - 2016/11

N2 - The phosphinoimino-2-imidazoline 4 was synthesized by a salt elimination reaction between LiNIPr [NIPr = 1,3-bis(2,6-(diisopropylphenyl)imidazolin-2-ylidenamino)] and 2-chloro-1,3,2-diazaphospholene. DFT study revealed that the HOMO of 4 involves the lone pair orbitals on the P atom and the N atom at the exocyclic P–N bond. Compound 4 displays selectivity in coordinating to acids. Thus, the N atom at the exocyclic P–N bond coordinates to a hard acid (HCl) which eventually led to the cleavage of the P–N bond, while the central P atom forms a dative bond with a soft Lewis acid, BH3.

AB - The phosphinoimino-2-imidazoline 4 was synthesized by a salt elimination reaction between LiNIPr [NIPr = 1,3-bis(2,6-(diisopropylphenyl)imidazolin-2-ylidenamino)] and 2-chloro-1,3,2-diazaphospholene. DFT study revealed that the HOMO of 4 involves the lone pair orbitals on the P atom and the N atom at the exocyclic P–N bond. Compound 4 displays selectivity in coordinating to acids. Thus, the N atom at the exocyclic P–N bond coordinates to a hard acid (HCl) which eventually led to the cleavage of the P–N bond, while the central P atom forms a dative bond with a soft Lewis acid, BH3.

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Isolation of Phosphinoimino-2-imidazoline

Abstract

Bibliographical note

ASJC Scopus Subject Areas

Keywords

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