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Reactivity of an Intramolecular Fluorophosphonium Fluoroborate
Author(s) -
Ekkert Olga,
Caputo Christopher B.,
Pranckevicius Conor,
Daniliuc Constantin G.,
Kehr Gerald,
Erker Gerhard,
Stephan Douglas W.
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201403110
Subject(s) - intramolecular force , adduct , chemistry , reactivity (psychology) , medicinal chemistry , stereochemistry , lewis acids and bases , photodissociation , aromatization , catalysis , photochemistry , organic chemistry , medicine , alternative medicine , pathology
The reactions of the intramolecular frustrated Lewis pair‐adduct Ph 2 PC( p ‐Tol)C(C 6 F 5 )B(C 6 F 5 ) 2 (CN t Bu) with XeF 2 gave Ph 2 P(F)C( p ‐Tol)C(C 6 F 5 )B(F)(C 6 F 5 ) 2 ( 3 ). This species reacts with two equivalents of Al(C 6 F 5 ) 3 ⋅C 7 H 8 producing the salt, [Ph 2 P(F)C( p ‐Tol)C(C 6 F 5 )B(C 6 F 5 ) 2 ][F(Al(C 6 F 5 ) 3 ) 2 ] ( 4 ), whereas reaction with HSiEt 3 /B(C 6 F 5 ) 3 gave Ph 2 P(F)C( p ‐Tol)C(H)B(C 6 F 5 ) 3 ( 5 ). The photolysis of 3 resulted in aromatization affording the phenanthralene derivative Ph 2 P(F)C( p ‐Tol( o ‐C 6 F 4 ))CB(F)(C 6 F 5 ) 2 ( 6 ).