A new organophosphorus pyridine complexone ? 2,6-bis (dihydroxyphosphorylmethyl)pyridine

A Novel Fluorescent Monomer for the Selective Detection of Phenols and Anilines

“…2,6-Bis(diethoxyphosphorylmethyl)pyridine (3). 25 A flask was charged with 2 (6.00 g, 22.6 mmol) and triethyl phosphite (8.28 g, 49.8 mmol) and fitted with a Dean-Stark trap and condenser. The solution was heated at 110 °C for 4 h while ethyl bromide was generated.…”

“…2,6-Pyridinedimethanol was brominated with HBr in acetic acid 23 to afford 2,6-bis(bromomethyl)pyridine (2). 24 This compound was subsequently reacted with triethyl phosphite to yield the corresponding phosphonate ester (3), 25 which then underwent a Wadsworth-Emmons condensation 26 with 2 equiv of TBDMS-protected syringaldehyde (4). 27 Removal of the silyl ether protecting groups on the resulting intermediate using tetra(n-butyl)ammonium fluoride 28 gave the bisphenol 5.…”

Copper-catalyzed amination in the synthesis of polyoxadiamine derivatives of aza- and diazacrown ethers

“…It has been widely used in the coordination studies with various metal cations including rare earth metals and lanthanides. [1][2][3][4] Well-studied are other tetrasubstituted tetraazamacrocycles like cyclen and cyclam (1,4,8,11-tetraazacyclotetradecane) with phosphonate, [5][6][7][8][9][10] amide, [11] nitrile, [12] primary and tertiary amino groups. [13,14] In many cases additional donor atoms are present in C-substituted macrocycles like cyclam [15,16] or crown ethers.…”