Crystal structure of 2-chloro-1,3-bis(2,6-diiso- propylphenyl)-1,3,2-diazaphospholidine 2-oxide

Veinot, Alex J.; Hendsbee, Arthur D.; Masuda, Jason Douglas, 1977-

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Crystal structure of 2-chloro-1,3-bis(2,6-diiso- propylphenyl)-1,3,2-diazaphospholidine 2-oxide

Veinot, Alex J.; Hendsbee, Arthur D.; Masuda, Jason Douglas, 1977-

Date: 2017-04-21

Type: Text

ISSN: 2056-9890

Source:

Acta Crystallographica: Section E 73(5), 735–737. (2017)

Abstract:

The title compound, C₂₆H₃₈ClN₂OP, was synthesized by reacting phosphoryl chloride with N,N^′-bis(2,6-diisopropylphenyl)ethane-1,2-diamine in the presence of N-methylmorpholine which acted as an auxilliary base to quench the HCl released as a by-product. The resultant N-heterocyclic phosphine five-membered ring adopts a half-chair conformation and features a tetracoordinate P atom ligated by the chelating diamine [P—N = 1.6348 (14) and 1.6192 (14) Å], one double-bonded O atom [P1—O1 = 1.4652 (12) Å] and one Cl atom [P1—Cl1 = 2.0592 (7) Å]. The sterically hindered 2,6-diisopropylphenyl (Dipp) groups twist away from the central heterocycle, with torsion angles of −75.66 (19) and 83.39 (19)° for the P—N—C_ar—C_ar links. A number of intramolecular C—H^...N, C—H^...O and C—H^...Cl close contacts occur. In the crystal, molecules are linked by C—H^...O hydrogen bonds to generate [010] chains. C—H^..._^Πinteractions are also observed.