Three-step synthesis of end-substituted pentacenes.

Symplectic ID:

51770

Source:

PubMed

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Friday, 27 February, 2026 - 22:48

DOI:

10.1021/jo7017284

Publication Date:

Friday, 7 December, 2007

First Page:

9776

Last Page:

9778

Authors:

Stone, MT

Anderson, HL

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0

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Abstract:

A concise, three-step synthesis of 1,4,8,11-substituted 2,3,9,10-tetrakis(methoxycarbonyl)pentacenes from commercially available 1,2,4,5-tetrakis(bromomethyl)benzene was established. Efficient alkynylation, followed by formation of four fused rings via a zirconacyclopentadiene intermediate, and then oxidation with DDQ gave pentacenes 1a-c. The process was compatible with methyl, phenyl, and trimethylsilyl substituents, which have good solubility in various organic solvents.

ISSN:

0022-3263

Journal Title:

J Org Chem

Volume:

72

Issue:

25

ID at Source:

17999529

Publication Status:

Published

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dplb0008