4-[(2-Chloro-5-methylphenoxy)acetoxymethyl]-2,6,7-trioxa-1-phosphabicyclo[2.2.2]octane 1-oxide

Abstract

Key indicatorsSingle-crystal X-ray study T = 292 K Mean (C-C) = 0.003 Å R factor = 0.047 wR factor = 0.119 Data-to-parameter ratio = 16.9For details of how these key indicators were automatically derived from the article, see

(1-Oxo-2,6,7-trioxa-1-phosphabicyclo[2.2.2]octan-4-yl)methyl 4-methylbenzenesulfonate

“…In (I) ( Fig. 1), all bond lengths and angles are normal and correspond to those observed in the related compounds (Miu et al, 1991;Sheng & He, 2006;Guo & Zang, 2007). The P-O-C-C torsion angles deviate significantly from zero [averaged -12.0 (3)°] indicating that bicyclic OP(OCH 2 ) 3 C cage is strained.…”

“…For related structures, see: Miu et al (1991); Sheng & He (2006); Guo & Zang (2007). For applications of caged bicyclic phosphates and p-toluenesulfonates, see: Li et al (2000); Yachi et al (1989); Spungin et al (1992).…”

2-[3-(Trifluoromethyl)phenoxy]ethyl 1-oxo-2,6,7-trioxa-1λ5-phosphabicyclo[2.2.2]octane-4-carboxylate

“…Heterocyclic derivatives containing bicyclic phosphate system are important compounds with versatile industrial and biological applications (Ratz, 1966;Li et al, 2002). In continuation of our work on new biologically active heterocyclic derivatives, we report here the crystal structure of the title compound,(I) ( Fig.1).Bond lengths and angles of the phosphorus-containing bicyclic cage of (I) are close to those observed previously in similar compounds (Nimrod et al, 1968;Sheng & He, 2006). The central chain of the molecule, which connects phosphate bicyclic system and benzene ring, is made up of approximately planar C4-C5-O6-C6 fragment and C7-O7-C8 link; their mean planes form dihedral angle of 75.9 (2)°.…”

“…For industrial and biological applications of heterocyclic compounds involving bicyclic phosphate, see: Ratz (1966); Li et al, (2002). Many related derivatives have been prepared by Verkade & Reynolds (1960) and Sheng & He (2006). For the synthesis of the starting material, see: Chen & Jin (2000).…”

Synthesis and Biological Activity of 4‐[(Substituted Phenoxyacetoxy)methyl]‐2,6,7‐trioxa‐1‐phosphabicyclo[2.2.2]octane‐1‐one

“…The structures of 4a , 4b , 4c , 4d , 4e , 4f , 4g , 4h , 4i , 4j , 4k , 4l , 4m , 4n , 4o were characterized by 1 H NMR, IR, MS, and elemental analysis. Compound 4j was analysed by X‐ray single‐crystal diffraction .…”