BISPHOSPHONIC COMPOUNDS. IV.¹ PREPARATION AND IDENTIFICATION OF MIXED TETRAALKYL METHYLENE- AND (DICHLOROMETHYLENE)-BISPHOSPHONATES BY NMR SPECTROSCOPIC, MASS SPECTROMETRIC AND X-RAY CRYSTALLOGRAPHIC STUDIES

Abstract

The chemistry of 28 mixed tetraalkyl methylene- and (dichloromethylene)bisphosphonates, (R¹O)(R²O)P(O)CX₂P(O)(OR₃)(OR₄), where R¹=Et, Allyl, CH=CHMe, Prⁱ, Bu, Bu^t, Hex, Ph, Bn or octadecyl, R²=Me, Et, Prⁱ, Bu, Bu^t, Hex, Ph or Bn, R³=R⁴=Me, Et, Prⁱ or Ph and X=H or Cl, have been studied. ¹H, ¹³C, ³¹P NMR data are reported, including ¹J_CH, ³J_CP, ³J_CP and ²J_PP coupling constants. The fragmentation of some representative compounds were studied in the gas phase. The solid state structure is given for (PhO)₂P(O)CH₂P(O)(OMe)₂.

Key Words:

• Mixed methylenebisphosphonate esters
• synthesis
• NMR
• MS
• X-ray