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Die Addition von Säuren an Alkinderivate mit Push‐pull‐Gruppen ,
Author(s) -
Niederhauser Andreas,
Neuenschwander Markus
Publication year - 1973
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19730560416
Subject(s) - chemistry , alkyne , adduct , medicinal chemistry , addition reaction , stereochemistry , polymer chemistry , organic chemistry , catalysis
The addition of proton acids as HF, HCl, HBr, HOAc and phenol to alkyne‐derivatives of the type (CH 3 ) 2 NCCCOR( 1 ) yielding the adducts 2 to 6 is investigated. The stereochemical course of the reaction is mainly influenced by the structure of the alkyne 1 . Kinetic investigations show that the rate of the third‐order‐reaction increases from 1 a (RH) to 1 b (R CH 3 ) and 1 c (R OCH 3 ) and decreases drastically in polar solvents. According to these results a reaction mechanism is outlined and discussed.
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