Cyclopropane formation under frustrated Lewis pair conditions.
نویسندگان
چکیده
Reaction of the -CH2OSiMe3 substituted allyldimesitylphosphane 5 with HB(C6F5)2 resulted in a hydroboration/(C6F5)2BOSiMe3 elimination sequence to give the phosphinomethyl substituted cyclopropane derivative , probably via a phosphiranium type intermediate. Addition of B(C6F5)3 to compound gave the stable phosphiranium/borate zwitterion that was isolated and characterized by X-ray diffraction.
منابع مشابه
Synthesis and reactivity of electron poor allenes: formation of completely organic frustrated Lewis pairs.
The synthesis of several electron poor allenes bearing electron withdrawing substituents is described and their use as Lewis acids in the field of frustrated Lewis pair (FLP) chemistry reported. At room temperature the combination of N-heterocyclic carbenes (NHC) with the allenes under study invariably afforded the corresponding Lewis adducts; however, at -78 °C this reaction is in most of the ...
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متن کاملGeminal bis-borane formation by borane Lewis acid induced cyclopropyl rearrangement and its frustrated Lewis pair reaction with carbon dioxide† †Electronic supplementary information (ESI) available: Experimental and analytical details are given. CCDC 1487577–1487584. For ESI and crystallographic data in CIF or other electronic formats see DOI: 10.1039/c6sc03468c Click here for additional data file. Click here for additional data file.
Cyclopropylacetylene reacts with two molar equivalents of Piers' borane [HB(C6F5)2] under mild conditions by an addition/rearrangement sequence with cyclopropyl ring opening to give a mixture of two a-B(C6F5)2 substituted tetrahydroboroles. This compound forms an active frustrated Lewis pair with PBu3 that heterolytically splits dihydrogen and adds carbon dioxide as a geminal chelate bis-boryl ...
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ورودعنوان ژورنال:
- Chemical communications
دوره 52 13 شماره
صفحات -
تاریخ انتشار 2016