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Activation of Allenes by Diferrocenylphosphenium Ion: Isolation of a Wheland Intermediate of Ferrocene
by
Beckmann, Jens
, Fischer, Malte
, Demeshko, Serhiy
, Stoian, Corina
, Exner, Carolin
, Puylaert, Pim
, Hupf, Emanuel
, Hornig, Moritz
in
allenes
/ electrophilic aromatic substitution
/ ferrocene
/ lewis superacid
/ wheland intermediates
2025
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Activation of Allenes by Diferrocenylphosphenium Ion: Isolation of a Wheland Intermediate of Ferrocene
by
Beckmann, Jens
, Fischer, Malte
, Demeshko, Serhiy
, Stoian, Corina
, Exner, Carolin
, Puylaert, Pim
, Hupf, Emanuel
, Hornig, Moritz
in
allenes
/ electrophilic aromatic substitution
/ ferrocene
/ lewis superacid
/ wheland intermediates
2025
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Activation of Allenes by Diferrocenylphosphenium Ion: Isolation of a Wheland Intermediate of Ferrocene
by
Beckmann, Jens
, Fischer, Malte
, Demeshko, Serhiy
, Stoian, Corina
, Exner, Carolin
, Puylaert, Pim
, Hupf, Emanuel
, Hornig, Moritz
in
allenes
/ electrophilic aromatic substitution
/ ferrocene
/ lewis superacid
/ wheland intermediates
2025
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Activation of Allenes by Diferrocenylphosphenium Ion: Isolation of a Wheland Intermediate of Ferrocene
Journal Article
Activation of Allenes by Diferrocenylphosphenium Ion: Isolation of a Wheland Intermediate of Ferrocene
2025
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Overview
The reaction of the diferrocenylphosphenium ion with four terminal allenes follows two different pathways, via allyl or vinyl carbocations, which proceed with electrophilic substitution reactions at one ferrocenyl moiety to form persistent Wheland intermediates and eventually alkenyldiferrocenylphosphonium salts. The reaction of the diferrocenylphosphenium ion with 2‐(trimethylsilyl)‐2,3‐pentadiene affords a stable Wheland intermediate of ferrocene in high yields, which is isolated and fully characterized. A kinetically stable Wheland intermediate of the electrophilic aromatic substitution at ferrocene is isolated from the reaction of the diferrocenylphosphenium ion with the allene 2‐(trimethylsilyl)‐2,3‐pentadiene and fully characterized.
Publisher
Wiley-VCH
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