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Arene vs. Alkene Substrates in Ru‐Catalyzed Olefin Metathesis: a DFT Investigation
Author(s) -
Poater Albert,
D'Alterio Massimo Christian,
Talarico Giovanni,
Chauvin Remi
Publication year - 2020
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.202000725
Subject(s) - chemistry , aromaticity , alkene , metathesis , olefin fiber , conjugated system , catalysis , olefin metathesis , ring (chemistry) , density functional theory , diene , computational chemistry , combinatorial chemistry , organic chemistry , molecule , polymerization , polymer , natural rubber
DFT calculations have been performed to compare metathesis of olefin, diene, and arene substrates catalyzed by a 2 nd generation Ru(SIMes)‐based complex. A large screening of modified substrates has been performed with the intention to explore the energetic gaps between acyclically conjugated alkenes and arenes in metathesis processes. The results are analyzed through the effects of conjugation vs. aromaticity, as quantified by the HOMA and NICS aromaticity indices, as well as the effects of non‐covalent interactions between coplanar rings and/or any ring with functional groups nearby.