Premium
Evaluation of the Reactivity of Metallocatalytic Cavities in the Dimerization of Terminal Alkynes
Author(s) -
Kanaura Mao,
Endo Naoki,
Schramm Michael P.,
Iwasawa Tetsuo
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201601070
Subject(s) - quinoxaline , chemistry , reactivity (psychology) , catalysis , pyrazine , terminal (telecommunication) , stereochemistry , polymer chemistry , medicinal chemistry , organic chemistry , medicine , telecommunications , alternative medicine , pathology , computer science
The effect of a metallocatalytic cavity flanked by aromatic rings on the catalytic dimerization of terminal alkynes was explored through a comparison with model catalysts that weakened the cavity. The diquinoxaline‐spanned resorcin[4]arene provided a definite compartment, in which the two Au centers enticed two alkynes to undergo the coupling reaction. We synthesized two kinds of model compounds in which one lacked two quinoxaline walls and the other had two pyrazine walls and found that these catalysts exhibited much lower reactivity. The two quinoxaline moieties proved to be quintessential for the catalytic event.