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首页> 外文期刊>RSC Advances >Synthesis, crystal structure and hydrolysis of novel isomeric cage (P–C/P–O)-phosphoranes on the basis of 4,4,5,5-tetramethyl-2-(2-oxo-1,2-diphenylethoxy)-1,3,2-dioxaphospholane and hexafluoroacetone
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Synthesis, crystal structure and hydrolysis of novel isomeric cage (P–C/P–O)-phosphoranes on the basis of 4,4,5,5-tetramethyl-2-(2-oxo-1,2-diphenylethoxy)-1,3,2-dioxaphospholane and hexafluoroacetone

机译：基于4,4,5,5-四甲基-2-（2-氧代-1,2-二苯基乙氧基）-1的新型异构笼（P-C / P-O） - 磷烷的合成，晶体结构和水解。（2-氧代-1,2-二苯基乙氧基）-1 ，3,2-二恶素磷胶和六氟丙酮

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摘要

The reaction of 4,4,5,5-tetramethyl-2-(2-oxo-1,2-diphenylethoxy)-1,3,2-dioxaphospholane with hexafluoroacetone leads to the simultaneous formation of regioisomeric cage (P–C/P–O)-phosphoranes, the structures of which are unequivocally confirmed by XRD. The rearrangement of the P–C-isomer to P–O-isomer with high stereoselectivity (>96%) takes place in methylene chloride solution with the retention of the phosphorus coordination. It was found that the stepwise hydrolysis of the P–O-isomer initially gives 2-(2,3-dihydroxy-1,2-diphenyl-3-trifluoromethyl-4,4,4-trifluorobutyloxy)-4,4,5,5-tetramethyl-2-oxo-1,3,2-dioxaphospholane as the only stereoisomer whose structure is also confirmed by XRD. Further hydrolysis of this compound leads to the formation of 2,3-dihydroxy-3-trifluoromethyl-4,4,4-trifluoro-1,2-diphenylbutylphosphate and pinacol, which forms the solvate in the crystal. Hydrolysis of the P–C-isomer yields 2-hydroxy-4,4,5,5-tetramethyl-2-oxo-1,3,2-dioxaphospholane, benzoin and hexafluoroisopropanol.
机译：4,4,5,5-四甲基-2-（2-氧代-1,2-二苯基乙氧基）-1,3,2-二恶烷苷与六氟丙酮的反应导致同时形成测定笼（P-C / P. -O）-phosphoranes，其结构由XRD明确证实。将P-C-异构体与高立体切性（> 96％）的P-O-异构体重新排列在二氯甲烷溶液中，保留磷配位。发现P-O-异构体的逐步水解最初给出2-（2,3-二羟基-1,2-二苯基-3-三氟甲基-4,4,4-三氟丁氧基）-4,4,5， 5-四甲基-2-氧代-1,3,2-二氧杂磷作为XRD也证实的唯一立体异构体。该化合物的进一步水解导致2,3-二羟基-3-三氟甲基-4,4,4-三氟-1,2-二苯基丁基磷酸磷酸磷酸磷酸磷酸酯和皮卡糖，其在晶体中形成溶剂化物。 P-C-异构体的水解产生2-羟基-4,4,5,5-四甲基-2-氧代-1,3,2-二恶磷苷，苯并素和六氟异丙醇。

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