Aniline derivatives of tetrakis(hydromethyl)phosphonium chloride

A Phosphine‐Mediated Through‐Space Exchange Coupling Pathway for Unpaired Electrons in a Heterobimetallic Lanthanide–Transition Metal Complex

“…The water produced in this reaction was removed by azeotropic distillation with a Dean-Stark apparatus. [16] Solutions of 1 oxidize rapidly in air, and thus the solid product was stored in an inert-atmosphere glove box.…”

Synthesis of 4-(N,N-Dialkylamino)benzyltriphenylphosphonium Iodides from Hydroxymethyltriphenylphosphonium Iodide and N,N-Dialkylaniline

“…It was found that reaction of aniline with 3 in ethanol gave 5 in almost quantitative yield (Scheme 2), analogous to the reaction of aniline with THPC. [19,20] It appears that 5 is an unreported molecule and 1 H NMR clearly shows this structure, as all five aromatic protons of the aniline appear and there is a single NH resonance. It remains for further study whether 5 can undergo rearrangement to a structure such as 4 (R ¼ H).…”

The synthesis of 2,6,7‐trioxa‐1,4‐diphosphabicyclo[2.2.2]octane revisited: the synthesis of 2,6,7‐triphenyl‐2N,6N,7N‐triaza‐1,4‐diphosphabicyclo[2.2.2]octane and the synthesis of 1λ5‐phosphiranol

“…8.6 mmol of CIP(NMe 2 ) 2 prepared in situ in the equilibrium reaction of 2.8 mmol of PCl 3 with 5.73 mmol of P(NMe 2 ) 3 in 5 mL of acetonitrile at 0ЊC was syringed 3.0 g (8.6 mmol) of P(CH 2 NHPh) 3 [9] dissolved in 10 mL of dry acetonitrile, whereupon a white precipitate formed immediately. The reaction mixture was allowed to stir for 2 hours at room temperature, after which it was filtered and the precipitate was washed twice with 5 mL portions of cold dry acetonitrile.…”

“…The required triamine P(CH 2 NHPh) 3 9 (Scheme 3) was easily prepared in 83% yield by the method reported by Frank and Drake [9]. However, the conversion of 9 to 5 proved to be challenging.…”