884639-92-3

Basic information

• Product Name: 2-chloro-1,3-bis(diisopropylphenyl)-1,3-dihydro-1,3,2-diazaphosphol
• Synonyms: 2-chloro-1,3-bis(diisopropylphenyl)-1,3-dihydro-1,3,2-diazaphosphol
• CAS NO: 884639-92-3
• Molecular Weight: 443.012
• Mol File: 884639-92-3.mol

Chemical Properties

• CAS DataBase Reference: 2-chloro-1,3-bis(diisopropylphenyl)-1,3-dihydro-1,3,2-diazaphosphol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-chloro-1,3-bis(diisopropylphenyl)-1,3-dihydro-1,3,2-diazaphosphol(884639-92-3)
• EPA Substance Registry System: 2-chloro-1,3-bis(diisopropylphenyl)-1,3-dihydro-1,3,2-diazaphosphol(884639-92-3)

Safety Data

• Hazardous Substances Data: 884639-92-3(Hazardous Substances Data)

Upstream product

• 639-58-7 triphenyltin chloride 
• 12080-32-9 dichloro( 1,5-cyclooctadiene)platinum(ll) 
• 1151469-21-4 1,1,3,3-tetradiisopropylphenyl-1,1,3,3-tetrahydro-2,2-bi-1,3,2-diazaphosphole 
• 12107-56-1 dichloro(1,5-cyclooctadiene)palladium(II) 
• 603-35-0 triphenylphosphine 
• 74663-75-5 (1E,2E)-N¹,N²-bis(2,6-diisopropylphenyl)-ethane-1,2-diimine 

Downstream Products

• 1115965-53-1 1,3-bis(2,6-diisopropylphenyl)-1,3,2-diazaphospholenium trifluoromethanesulfonate 
• 15604-37-2 bis(triphenylphosphine)palladium(II) chloride 
• 1584722-80-4 1,2-bis[1,3-bis(2,6-diisopropylphenyl)-1,3,2-diazaphospholene]ethyne 
• 1584722-83-7 2-ethynyl-1,3-bis(2,6-diisopropylphenyl)-1,3,2-diazaphospholene 
• 1584722-82-6 2-phenylethynyl-1,3-bis(2,6-diisopropylphenyl)-1,3,2-diazaphospholene 
• 1584722-81-5 2-azido-1,3-bis(2,6-diisopropylphenyl)-1,3,2-diazaphospholene 

Relevant articles and documents

A stable phosphanyl phosphaketene and its reactivity

Sodium phosphaethynolate, Na(OCP), reacts with the bulky P-chloro-diazaphosphole yielding a phosphanyl phosphaketene, which is stable for weeks under an inert atmosphere in the solid state. This compound is best described as a tight ion pair with a remarkably long P-P bond distance (2.44 ?). In solution, this phosphaketene dimerizes under loss of CO to give 1,2,3-triphosphabicyclobutane identified by an X-ray diffraction study. As an intermediate, a five-membered heterocyclic diphosphene was trapped in a Diels-Alder reaction with 2,3-dimethylbutadiene. The formation of this intermediate in a hetero-Cope-rearrangement as well as dimerization/CO loss were computed with various DFT methods which allowed us to understand the reaction mechanisms. This journal is

Donor-free phosphenium-metal(0)-halides with unsymmetrically bridging phosphenium ligands

Reactions of (cod)MCl2 (cod = 1,5 cyclooctadiene, M = Pd, Pt) with N-heterocyclic secondary phosphines or diphosphines produced complexes [(NHP)MCl]2 (NHP = N-heterocyclic phosphenium). The Pd complex was also accessible from a chlorophosphine precursor and Pd2(dba) 3. Single-crystal X-ray diffraction studies established the presence of dinuclear complexes that contain μ-bridging NHP ligands in an unsymmetrical binding mode and display a surprising change in metal coordination geometry from distorted trigonal (M = Pd) to T-shaped (M = Pt). DFT calculations on model compounds reproduced these structural features for the Pt complex but predicted an unusual C2v-symmetric molecular structure with two different metal coordination environments for the Pd species. The deviation between this structure and the actual centrosymmetric geometry is accounted for by the prediction of a flat energy hypersurface, which permits large distortions in the orientation of the NHP ligands at very low energetic cost. The DFT results and spectroscopic studies suggest that the title compounds should be described as phosphenium-metal(0)-halides rather than conventional phosphido complexes of divalent metal cations and indicate that the NHP ligands receive net charge donation from the metals but retain a distinct cationic character. The unsymmetric NHP binding mode is associated with an unequal distribution of σ-donor/π-acceptor contributions in the two M-P bonds. Preliminary studies indicate that reactions of the Pd complex with phosphine donors provide a viable source of ligand-stabilized, zerovalent metal atoms and metal(0)-halide fragments.

Rational synthesis and mutual conversion of Bis-N-heterocyclic diphosphanes and secondary N-heterocyclic phosphanes

Symmetrical N-heterocyclic 1,1′,3,3′-tetrahydro-2,2′-bi- 1,3,2-diazaphospholes and 2,2′-bi-1,3,2-diazaphospholidines are prepared by time-saving, sequential "one-pot" syntheses starting from 1,4-diazabutadienes or N-alkyl or N-aryl-substituted ethane-1,2-

P-hydrogen-substituted 1,3,2-diazaphospholenes: Molecular hydrides

P-Hydrogen-substituted 1,3,2-diazaphospholenes 1 were prepared by an improved procedure from diazadienes and were characterized by spectroscopy and in one case by X-ray diffraction. A unique hydride-type reactivity of the P-H bonds was documented by exten