3454-25-9Relevant academic research and scientific papers
Synthesis of phosphane oxide bridged bis- and triscatechol derivatives
Albrecht, Markus,Song, Yun
, p. 3037 - 3042 (2008/02/08)
Linear biscatechols and triangular triscatechols possessing spacers containing phosphane oxide were synthesized. For this, the central phosphorus was introduced by the reaction of active organometallic intermediates with either dichlorophenylphosphane or
synthesis and Solid-State Structure of Substituted Arylphosphine Oxides
Whitaker, Craig M.,Kott, Kevin L.,McMahon, Robert J.
, p. 3499 - 3508 (2007/10/02)
We described the preparation and characterization of several new arylphosphine oxides, which are of interest as second-order nonlinear optical materials. (4-Aminophenyl)diphenylphosphine oxide (1a), bis(4-aminophenyl)phenylphosphine oxide (2a), and (4-aminophenyl)bisphosphine oxide (5) were prepared by addition of aryl Grignard and organolithium reagents containing protected amines to phosphorus oxyhalides.Alternatively, 1a was prepared by treatment of (4-bromophenyl)diphenylphosphine oxide with azidomethyl phenyl sulfide, followed by hydrolysis. (4-Aminophenyl)(4'-nitrophenyl)phenylphosphine oxide (6) was prepared by nucleophilic aromatic substitution of bis(4-fluorophenyl)phenylphosphine oxide to give the corresponding dinitro compound, followed by selective mono-reduction.The X-ray crystal structure of (4-aminophenyl)diphenylphosphine oxide (1a), along with those of mono-, di-, and trihydroxy triphenylphosphine oxides 1b, 2b, and 3b, exhibit extensive intermolecular hydrogen bonding.The hydrogen bonding in 1a and 1b produces chains of arylphosphine oxide molecules with a head-to-tail alignment; the chains pack in an antiparallel manner to produce solid-state structures that display only slight deviations from centrosymmetry.
