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Synthesis and Reactions of Bis (4,5‐benzo‐1,3‐dioxa‐2‐phospholano)dichlormethane
Author(s) -
Krill Jochen,
Shevehenko Igor V.,
Fischer Axel,
Jones Peter G.,
Schmutzler Reinhard
Publication year - 1997
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19971301020
Subject(s) - chemistry , triethylamine , dimer , protonation , catechol , crystal structure , stereochemistry , crystallography , medicinal chemistry , organic chemistry , ion
The title compound 3 was formed in the reaction of Cl 2 PCCl 2 PCl 2 ( 2 ) with catechol in the presence of triethylamine. The reaction of 3 with tetrachloro‐o‐benzoquinone (TOB), 4 , led to the σ 3 P/σ 5 P‐species 5 , and the σ 5 P/σ 5 P‐species 6a / 6b . 5 was stable only in solution, and its existence and identity are postulated on the basis of its 31 P‐NMR spectrum. The structure of 6a / 6b could not be assigned unambiguously to one isomer. The reaction of 6a / 6b with water yielded the phosphorate 10 . The structures of 3 and 10 were determined by single crystal X‐ray methods. A wide PCP angle (123.2°) was observed in 3 . The cation of 10 is a centrosymmetric, protonated DMF dimer with OO 241.3 pm.