Crystal structure of 2-azido-1,3-bis(2,6-diisopropylphenyl)-1,3,2-diazaphospholidine

Abstract

The title compound, C26H38N5P, was synthesized by reacting 2-chloro-1,3-bis(2,6-diisopropylphenyl)-1,3,2-diazaphospholidine with sodium azide and a catalytic amount of lithium chloride in tetrahydrofuran. The title compound is the first structurally characterized 2-azido-1,3,2-diazaphospholidine and exhibits a P atom in a trigonal pyramidal geometry. The azide P—N bond length of 1.8547 (16) Å is significantly longer than the P—N separations for the chelating diamine [P—N = 1.6680 (15) and 1.6684 (14) Å]. The sterically hindered 2,6-diisopropylphenyl groups twist away from the central heterocycle, with dihedral angles between the central heteocyclic ring and benzene rings of 76.17 (10) and 79.74 (9)°. In the crystal, a weak C—H...N link to the terminal N atom of the azide group leads to [100] chains.

Keywords

• crystal structure
• N-heterocyclic phosphine
• NHP
• 2-azido-1,3,2-diazaphospholidine