1448792-72-0

Basic information

• Product Name: 1,3-bis(2,6-diisopropylphenyl)-2-phosphanylidene-2,3-dihydro-1H-imidazole
• Synonyms: 1,3-bis(2,6-diisopropylphenyl)-2-phosphanylidene-2,3-dihydro-1H-imidazole
• CAS NO: 1448792-72-0
• Molecular Weight: 420.578
• Mol File: 1448792-72-0.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1,3-bis(2,6-diisopropylphenyl)-2-phosphanylidene-2,3-dihydro-1H-imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-bis(2,6-diisopropylphenyl)-2-phosphanylidene-2,3-dihydro-1H-imidazole(1448792-72-0)
• EPA Substance Registry System: 1,3-bis(2,6-diisopropylphenyl)-2-phosphanylidene-2,3-dihydro-1H-imidazole(1448792-72-0)

Safety Data

• Hazardous Substances Data: 1448792-72-0(Hazardous Substances Data)

Upstream product

• 1165952-91-9 cyclohexa-1,3-diene 
• 250285-32-6 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride 
• 1314657-40-3 1,3-bis(2,6-diisopropylphenyl)-2,2-difluoro-2,3-dihydro-1h-imidazole 
• 1080030-15-4 C₂₇H₃₆Cl₃N₂P 
• 1582259-98-0 N,N'-1,3-bis(2,6-diisopropylphenyl)-2,2-dichloroimidazol-2-ylidene 
• 244187-81-3 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene 

Relevant articles and documents

N-heterocyclic carbene-phosphinidyne transition metal complexes

The N-heterocyclic carbene-phosphinidene adduct IPr=PSiMe3 is introduced as a synthon for the preparation of terminal carbene-phosphinidyne transition metal complexes of the type [(IPr=P)MLn] (MLn=(η6-p-cymene)RuCl) and (η5-C5Me5)RhCl). Their spectroscopic and structural characteristics, namely low-field 31P NMR chemical shifts and short metal-phosphorus bonds, show their similarity with arylphosphinidene complexes. The formally mononegative IPr=P ligand is also capable of bridging two or three metal atoms as demonstrated by the preparation of bi-and trimetallic RuAu, RhAu, Rh2, and Rh2Au complexes.

A donor-stabilized zwitterionic half-parent phosphasilene and its unusual reactivity towards small molecules

The stabilization of the labile, zwitterionic half-parent phosphasilene 4 LSi-PH (L=CH[(C=CH2)CMe(NAr)2]; Ar=2,6-iPr 2C6H3) could now be accomplished by coordination with two different donor ligands (4-dimethylaminopyridine (DMAP) and 1,3,4,5-tetramethylimidazol-2-ylidene), affording the adducts 8 and 9, respectively. The DMAP-stabilized zwitterionic half-parent phosphasilene 8 is capable of transferring the elusive parent phosphinidene moiety (:PH) to an unsaturated organic substrate, in analogy to the free phosphasilene 4. Furthermore, compounds 4 and 8 show an unusual reactivity of the Si=P moiety towards small molecules. They are capable of adding dimethylzinc and of activating the S-H bonds in H2S and the N-H bonds in ammonia and several organoamines. Interestingly, the DMAP donor ligand of 8 has the propensity to act as a leaving group at the phosphasilene during the reaction. Accordingly, treatment of 8 with H2S affords, under liberation of DMAP, the unprecedented thiosilanoic phosphane LSi=S(PH2) 16 (L=HC(CMe[2,6-iPr2C6H3N])2). Compounds 4 and 8 react with ammonia both affording LSi(NH2)PH 2 17, respectively.

Selective [3+1] Fragmentations of P4by “P” Transfer from a Lewis Acid Stabilized [RP4]?Butterfly Anion

Two [3+1] fragmentations of the Lewis acid stabilized bicyclo[1.1.0]tetraphosphabutanide Li[Mes*P4? BPh3] (Mes=2,4,6-tBu3C6H2) are reported. The reactions proceed by extrusion of a P1fragment, induced by either an imidazolium salt or phenylisocyanate, with release of the transient triphosphirene Mes*P3, which was isolated as a dimer and trapped by 1,3-cyclohexadiene as a Diels–Alder adduct. DFT quantum chemical computations were used to delineate the reaction mechanisms. These unprecedented pathways grant access to both P1- and P3-containing organophosphorus compounds in two simple steps from white phosphorus.