Title

Synthesis and characterization of N-1-(4-toluenesulfonyl)-N-1-(9-anthracenemethyl)triamines

Authors

Authors

C. J. Wang; K. A. Abboud;O. Phanstiel

Comments

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Abbreviated Journal Title

J. Org. Chem.

Keywords

TRANSPORT; HOMOLOGATION; SPERMINE; ANALOGS; Chemistry, Organic

Abstract

A modular synthetic approach was developed to access triamines with varying tether lengths from commercially available aminoalkanols. Initial N-alkylation via reductive amination with anthracene-9-carbaldehyde provided the secondary amines in good yield. Subsequent ditosylation with excess TsCl yielded the respective bis-N,O-tosylates. The tosylates were reacted with excess putrescine to give the final triamines. X-ray crystallography revealed that the polyamine tail is preferentially oriented over the shielding cone of the anthracene ring.

Journal Title

Journal of Organic Chemistry

Volume

67

Issue/Number

22

Publication Date

1-1-2002

Document Type

Article

Language

English

First Page

7865

Last Page

7868

WOS Identifier

WOS:000178820200041

ISSN

0022-3263

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