79908-17-1Relevant articles and documents
Anionic polymerisation of phosphaalkenes bearing polyaromatic chromophores: Phosphine polymers showing "turn-on" emission selectively with peroxide
Rawe, Benjamin W.,Chun, Cindy P.,Gates, Derek P.
, p. 4928 - 4938 (2014)
Three new phosphaalkenes bearing C-aryl chromophores, MesPCPh(Ar) (1a: Ar = 1-naphthyl, 1b: 9-phenanthryl, 1c: 5-dibenzosuberenyl; Mes = 2,4,6-trimethylphenyl), are reported. Each phosphaalkene was characterised by multinuclear NMR spectroscopy (1/s
Copper(I) Complexes of Pyridine-Bridged Phosphaalkene-Oxazoline Pincer Ligands
Serin, Spencer C.,Pick, Fraser S.,Dake, Gregory R.,Gates, Derek P.
, p. 6670 - 6678 (2016)
The synthesis of enantiomerically pure pyridine-bridged phosphaalkene-oxazolines ArP=C(Ph)(2,6-C5H3NOx) (1, Ar = Mes/Mes?, Ox = CNOCH(i-Pr)CH2/CNOCH(CH2Ph)CH2) is reported. This new ligand forms a κ(P), κ2(NN) dimeric complex with copper(I) (7) that dissociates into a cationic κ3(PNN) monomeric complex upon addition of a neutral ligand {[1a·CuL]OTf (8a-e): L = PPh3 (a), P(OPh)3 (b), 2,6-lutidine (c), 4-DMAP (d), 1-methylimidazole (e)}. The P-Cu bond lengths in 8 are influenced by the π-accepting/σ-donating properties of L, and this can be observed by changes in the δ31PP=C NMR shift. The donor-acceptor properties in complexes of type 8 have also been investigated by UV/vis spectroscopy and density functional theory calculations.
E, Z -Selectivity in the reductive cross-coupling of two benzaldehydes to stilbenes under substrate control
Arkhypchuk, Anna I.,D'Imperio, Nicolas,Ott, Sascha
, p. 6171 - 6179 (2020/10/21)
Unsymmetrical E- and Z-stilbenes can be synthesized from two differently substituted benzaldehydes in a MesP(TMS)Li-promoted reductive coupling sequence. Depending on the order of addition of the two coupling partners, the same olefin can be produced in either E- or Z-enriched form under identical reaction conditions. A systematic study of the correlation between the stereochemical outcome of the reaction and the substitution pattern at the two aldehydes is presented. The results can be used as guidelines to predict the product stereochemistry. This journal is
One-Pot Intermolecular Reductive Cross-Coupling of Deactivated Aldehydes to Unsymmetrically 1,2-Disubstituted Alkenes
Arkhypchuk, Anna I.,D'Imperio, Nicolas,Ott, Sascha
supporting information, p. 5086 - 5089 (2018/09/13)
The phospha-Peterson reaction between a lithiated secondary phosphane, MesP(Li)TMS, and an aldehyde affords Mes-phosphaalkenes which, upon methanol addition and P-oxidation, react with a second carbonyl compound site specifically to produce unsymmetric alkenes. The E/Z selectivity of the one-pot cross coupling is largely determined by the electronic nature of the aryl substituent of the first aldehyde, with electron-donating groups giving rise to increased amounts of Z-alkenes.
A C-Pyrenyl Poly(methylenephosphine): Oxidation "turns On" Blue Photoluminescence in Solution and the Solid State
Rawe, Benjamin W.,Brown, Christopher M.,Mackinnon, Marc R.,Patrick, Brian O.,Bodwell, Graham J.,Gates, Derek P.
, p. 2520 - 2526 (2017/07/28)
A C-pyrenyl poly(methylenephosphine) (Mn = 4800, D = 1.56) was synthesized from the anionic polymerization of a P-mesityl phosphaalkene. The phosphine oxide polymer exhibits blue fluorescence in solution (λmax 379, 400 nm, λonse
Isomerization polymerization of the phosphaalkene MesP=CPh2: An alternative microstructure for poly(methylenephosphine)s
Siu, Paul W.,Serin, Spencer C.,Krummenacher, Ivo,Hey, Thomas W.,Gates, Derek P.
supporting information, p. 6967 - 6970 (2013/07/26)
Unique pathway: The radical-initiated addition polymerization of MesP=CPh2 propagates through the ortho-bound CH3 group of the Mes moiety after C-H bond activation (see scheme, Mes=2,4,6-trimethylphenyl, tht=tetrahydrothiophene, TEMPO=2,2,6,6-tetramethyl-l-piperidinoxyl). This unique isomerization polymerization mechanism contrasts the previously suggested head-to-tail enchainment typically observed for olefins. Copyright
