Release Time:2019-03-09  Hits:

Indexed by: Journal Papers

Date of Publication: 2015-10-01

Journal: JOURNAL OF MOLECULAR MODELING

Included Journals: Scopus、PubMed、SCIE

Volume: 21

Issue: 10

Page Number: 260

ISSN: 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.