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Structure of Silyl‐Substituted Allenyl/Propargyllithium Reagents in Solution
Author(s) -
Reich Hans J.,
Holladay Johnathan E.
Publication year - 1996
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199623651
Subject(s) - reagent , metalation , silylation , chemistry , product (mathematics) , medicinal chemistry , combinatorial chemistry , organic chemistry , mathematics , catalysis , geometry
Not one, but two structures are adopted by the metalation product of 1‐triorganosilyl‐2‐butyne in solution. An equilibrium between the allenyllithium ( 1 ) and propargyllithium ( 2 ) reagents is rapidly established and has a free energy of activation Δ G * of less than 4 kcal mol −1 at −150°C.
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