𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Reductive dimerization and reduction of imines using lanthanum metal

✍ Scribed by Toshiki Nishino; Yutaka Nishiyama; Noboru Sonoda

Book ID
102230764
Publisher
John Wiley and Sons
Year
2002
Tongue
English
Weight
130 KB
Volume
13
Category
Article
ISSN
1042-7163

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

The treatment of N‐benzylideneaniline (1a) with a half‐equivalent of lanthanum metal and a catalytic amount of iodine gave the reductive dimerization product of 1a, a vic‐diamine, in good yield. Various vic‐diamines were synthesized from aldimines in this manner in moderate to good yields. Our findings suggest that electrons of a zero‐valent lanthanum metal were efficiently utilized in this reductive dimerization. In the reaction of ketimines, however, a similar reductive dimerization did not take place, and the corresponding amines were formed as the sole products. Β© 2002 Wiley Periodicals, Inc. Heteroatom Chem 13:131–135, 2002; Published online in Wiley Interscience (www.interscience.wiley.com). DOI 10.1002/hc.10007

πŸ“œ SIMILAR VOLUMES

Reductive coupling of carbonyl compounds
Reductive coupling of carbonyl compounds using lanthanum metal
✍ Toshiki Nishino; Yutaka Nishiyama; Noboru Sonoda πŸ“‚ Article πŸ“… 2000 πŸ› John Wiley and Sons 🌐 English βš– 157 KB πŸ‘ 1 views

We found that lanthanum metal was an excellent agent for the reduction of carbonyl compounds in the presence of a catalytic amount of iodine. When carbonyl compounds were treated with lanthanum metal in the presence of a catalytic amount of iodine, the reductive coupling of the carbonyl compounds pr