Nickel-Catalyzed Reductive Etherification of Aldehydes at Room Temperature: C-O vs C-C Bond Formation

Sajjad Rahimi; Farhad Panahi; Marzieh Bahmani; Nasser Iranpoor

doi:10.1021/acs.joc.7b02281

Nickel-Catalyzed Reductive Etherification of Aldehydes at Room Temperature: C-O vs C-C Bond Formation

J Org Chem. 2018 Jan 19;83(2):973-979. doi: 10.1021/acs.joc.7b02281. Epub 2018 Jan 8.

Authors

Sajjad Rahimi¹, Farhad Panahi^{1

2}, Marzieh Bahmani¹, Nasser Iranpoor¹

Affiliations

¹ Chemistry Department, College of Sciences, Shiraz University , Shiraz 71454, Iran.
² Mahshahr Campus, Amirkabir University of Technology , Mahshahr, Iran.

PMID: 29281885
DOI: 10.1021/acs.joc.7b02281

Abstract

The reaction of secondary and tertiary benzyl alcohols activated by 2,4,6-trichloro-1,3,5-triazine (TCT) with aldehydes in the presence of NiCl₂·dmg as a precatalyst in ethylene glycol afforded ethers at room temperature. A selective C-O vs C-C bond formation was observed for the secondary and tertiary benzyl alcohols in comparison with primary ones.

Publication types

Research Support, Non-U.S. Gov't