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Isolation of Phosphinoimino‐2‐imidazoline
Author(s) -
Chong Che Chang,
Ganguly Rakesh,
Li Yongxin,
Kinjo Rei
Publication year - 2016
Publication title -
zeitschrift für anorganische und allgemeine chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.354
H-Index - 66
eISSN - 1521-3749
pISSN - 0044-2313
DOI - 10.1002/zaac.201600184
Subject(s) - chemistry , imidazoline receptor , bond cleavage , lone pair , stereochemistry , double bond , medicinal chemistry , atom (system on chip) , lewis acids and bases , selectivity , molecule , organic chemistry , catalysis , biology , computer science , embedded system , endocrinology
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, BH 3 .