Campus Units

Chemistry

Document Type

Article

Publication Version

Published Version

Publication Date

9-2002

Journal or Book Title

Organometallics

Volume

21

Issue

21

First Page

4490

Last Page

4495

DOI

10.1021/om0204641

Abstract

Three chiral tetraaza macrocyclic ligands (4ac) were synthesized by the cyclization reaction of diamines with dithioaldehydes. The iron(II) complexes of ligands 4a and 4c, as well as two chiral iron(II) porphyrin complexes, FeII(D4-TpAP) and Fe(α2β2-BNP), are efficient catalysts for the cyclopropanation of styrene with diazoacetate reagents. The cyclopropyl esters were produced with high diastereoselectivities and good yields. However, the enantioselectivities were modest at best. The rationalization of the stereoselectivity in these cyclopropanation reactions is presented. The results of a single-crystal X-ray analysis of the ligand 4a are also reported.

Comments

Reprinted (adapted) with permission from Organometallics 21 (2002): 4490, doi:10.1021/om0204641. Copyright 2002 American Chemical Society.

Copyright Owner

American Chemical Society

Language

en

File Format

application/pdf

Included in

Chemistry Commons

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