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Process for 1,10-phenanthroline ligands

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posted on 2016-06-07, 00:00 authored by Paul Helquist
Process for preparing 1,10-phenanthroline ligands represented by the formula ##STR1## which comprises coupling a 1,10-phenanthroline of the formula ##STR2## with a ketone e.g. a dialkyl, cycloalkyl or bicycloalkyl ketone with a metal coupling reagent, preferably a lanthanide II e.g. samarium II, wherein R is hydrogen, alkyl, cycloalkyl, bicycloalkyl or aryl e.g. phenyl. The hydroxy group of the product may be converted to derivatives e.g. esters and ethers to form additional ligands. The hydroxy group of the product also may be converted to a reducible group e.g. the methoxy ether and the ether replaced by hydrogen in the reduction. The reduction product wherein R of the starting material is hydrogen can be coupled with a ketone in the process to provide 2,9-disubstituted 1,10-phenanthroline ligands. The ligands provided are preferably in chiral form and complex with metals, e.g. transition metals, which serve as catalysts in many processes such as addition and substitution reactions.

History

Patent Number

US 6730788 B2

Other Application

09/663,626

Inventor

Paul Helquist

Inventor from Local Institution

Paul Helquist

Assignee

University of Notre Dame Du Lac

Date Modified

2016-06-07

Language

  • English

Claims

30

Publisher

United States Patent and Trademark Office

Cooperative Patent Classification Codes

C07D 471/04 (20130101)

Contributor

Paul Helquist

International Patent Classification Codes

C07D 471/00 (20060101); C07D 471/04 (20060101); C07D 471/04 ()

US Patent Classification Codes

546/88;

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