Synthesis and Crystal Structure of μ-Oxo-bis(phosphenyl-ortho-toluidide)

Abstract

<jats:p>The title compound was synthesised in an attempt to prepare phosphenyl-tri-ortho-toluidine, X-ray crystallographic studies show that it contains a P-O-P bridge with extensively hydrogen bonding between <jats:inline-formula><jats:alternatives><jats:inline-graphic xmlns:xlink="http://www.w3.org/1999/xlink" xlink:href="graphic/Untitled-1.jpg" /></jats:alternatives></jats:inline-formula> groups. The P-N bond lengths are different and this can be attributed to some combination of hydrogen bonding and varying p II-d ZII interactions along the bond.</jats:p>

Two newXP(O)[NHC(CH3)3]2phosphoramidates, withX= (CH3)2N and [(CH3)3CNH]2P(O)(O)

“…The R 2 2 (8) hydrogen-bond motif of this compound, which contains an (NH) 2 P( O)OP( O)(NH) 2 skeleton, is similar to that found for some compounds with an (N)P( O)(NH) 2 core. Only one neutral molecular structure with this skeleton has been reported so far: {P(O)[NHC 6 H 4 (2-CH 3 )] 2 } 2 O [OXPOTU (Cameron et al, 1978) and OXPOTU01 (Pourayoubi, Padě lková et al, 2011)]. In the structure of (II), each of the phosphoryl O atoms acts as a double hydrogen-bond acceptor, but in this case it participates in one intra-and one intermolecular N-HÁ Á ÁO hydrogen bond (Table 4), building S(6) and R 2 2 (8) rings which are further linked into an extended chain parallel to the c axis ( Fig.…”

Crystal structure of N,N',N'',N'''-tetrakis(4-methylphenyl)- diphosphoric tetraamide, C28H32N4O3P2

“…In the title crystal structure, two (C 6 H 4 (4-CH 3 )NH) 2 [NH] 2 moiety of the title compound, the two phosphoryl groups are in syn position relative to one another. One of them (P1=O1) adopts only the anti orientations with respect to both corresponding N-H units; whereas, the other phosphoryl group (P2=O3) adopts a syn orientation with respect to one of the N-H units and an anti orientation relative to the other N-H.…”

Exploring the Structural Chemistry of Pyrophosphoramides: N,N′,N″,N‴-Tetraisopropylpyrophosphoramide

“…In both polymorphs the 2-methylphenyl groups are oriented antiparallel to each other (Figures 6 and 7). The stacking distances between the intramolecular 2-methylphenyl moieties are 3.539 Å and 3.933 Å [10,11]. In one polymorph [11] the position of the chains seems mainly influenced by the supramolecular structure given in the diagram shown in Figure 6.…”

“…The structures of Mono-N-substituted pyrophosphoramides O((RNH) 2 PO) 2 were found to crystallise in two space groups: either P2 1 /c or Pccn. Common supramolecular arrangements form part of the crystal structures of O((tBuNH) 2 PO) 2 and the two O((2-MePhNH) 2 PO) 2 polymorphs [10][11][12] (Figure 3). The first one is a ring synthon with a R 2 2 (8) graph set binding molecules through intermolecular hydrogen bonding, while in the other [17,19] a partially eclipsed conformations is reached (Figure 3).…”