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Reactivity of an Intramolecular Fluorophosphonium Fluoroborate
Authors:Dr. Olga Ekkert  Christopher B. Caputo  Conor Pranckevicius  Dr. Constantin G. Daniliuc  Dr. Gerald Kehr  Prof. Dr. Gerhard Erker  Prof. Dr. Douglas W. Stephan
Affiliation:1. Department of Chemistry, University of Toronto, 80 St. George St, Toronto, ON, M5S3H6 (Canada);2. Organisch‐Chemisches Institut, Westf?lische Wilhelms‐Universit?t, 48149 Münster, Corrensstrasse 40 (Germany);3. Chemistry Department‐Faculty of Science, King Abdulaziz University, Jeddah 21589, (Saudi Arabia)
Abstract:The reactions of the intramolecular frustrated Lewis pair‐adduct Ph2PC(p‐Tol)?C(C6F5)B(C6F5)2(CNtBu) with XeF2 gave Ph2P(F)C(p‐Tol)?C(C6F5)B(F)(C6F5)2 ( 3 ). This species reacts with two equivalents of Al(C6F5)3?C7H8 producing the salt, [Ph2P(F)C(p‐Tol)?C(C6F5)B(C6F5)2][F(Al(C6F5)3)2] ( 4 ), whereas reaction with HSiEt3/B(C6F5)3 gave Ph2P(F)C(p‐Tol)?C(H)B(C6F5)3 ( 5 ). The photolysis of 3 resulted in aromatization affording the phenanthralene derivative Ph2P(F)C(p‐Tol(o‐C6F4))?CB(F)(C6F5)2 ( 6 ).
Keywords:aromatization  fluorophosphonium cations  frustrated Lewis pairs  oxidation  photochemistry
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