A DFT study on the mechanism and origins of the ligand-controlled regioselectivity of a palladium-catalyzed dearomatic reaction of 1-(chloromethyl)naphthalene with phenylacetonitrile-Reference-Cited by-同舟云学术

A DFT study on the mechanism and origins of the ligand-controlled regioselectivity of a palladium-catalyzed dearomatic reaction of 1-(chloromethyl)naphthalene with phenylacetonitrile

Published:2019 Issue:48 Volume:43 Page:19120-19125
ISSN:1144-0546
Container-title:New Journal of Chemistry
language:en
Short-container-title:New J. Chem.

Author:

Yu Binbin¹²³⁴,Ling Menghang⁵⁶⁷⁴,Xie Hujun⁵⁶⁷⁴^ORCID

Affiliation:

1. School of Pharmaceutical and Materials Engineering

2. Taizhou University

3. Taizhou

4. P. R. China

5. Department of Applied Chemistry

6. Zhejiang Gongshang University

7. Hangzhou 310018

Abstract

DFT calculations demonstrated that the bulky ligand ^tBuPPh₂ generates para-substituted products, while the small ligand Me₂PPh provides ortho-substituted products.

Funder

National Natural Science Foundation of China

Department of Education of Zhejiang Province

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,General Chemistry,Catalysis

Link

http://pubs.rsc.org/en/content/articlepdf/2019/NJ/C9NJ05515K

Reference43 articles.

1. Y-Aromaticity: Why Is the Trimethylenemethane Dication More Stable than the Butadienyl Dication?

2. Site-selective and versatile aromatic C−H functionalization by thianthrenation

3. Difluorination of Functionalized Aromatic Olefins Using Hypervalent Iodine/HF Reagents

4. Simple Synthesis of Hydroxyl and Ethylene Functionalized Aromatic Polyamides as Sizing Agents to Improve Adhesion Properties of Aramid Fiber/Vinyl Epoxy Composites

5. Unprecedented nucleophilic addition of organolithiums to aromatic aldehydes and ketones by complexation with aluminum tris(2,6-diphenylphenoxide).

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