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Indexed by:Journal Papers

Date of Publication:2015-10-01

Journal:JOURNAL OF MOLECULAR MODELING

Included Journals:SCIE、PubMed、Scopus

Volume:21

Issue:10

Page Number:260

ISSN No.:1610-2940

Key Words:Dearomatization; DFT; NBO; Propenylnaphthalene

Abstract:The Pd-catalyzed dearomatization of naphthalene allyl chloride with allyltributylstannane has been investigated using density functional theory (DFT) calculations at the B3LYP level. The calculations indicate that the (eta(1)-allyl)(eta(3)-allyl) Pd(PH3) complex is responsible for the formation of ortho-dearomatized product. Moreover it is easy to produce the ortho-dearomatized product when reductive elimination starts from (eta(3)-allylnaphthalene)(eta(1)-allyl) Pd complex 7, while it is easy to form the para-dearomatized product when reductive elimination starts from (eta(3)-allylnaphthalene)(eta(1)-allyl) Pd complex 9. The Stille coupling products can't be produced due to high reaction energy barrier.