Synthesis and properties of pyrimidine-containing linear molecules

被引：8

作者：

Wong, KT ^{[1
]}

Lu, YR ^{[1
]}

Liao, YL ^{[1
]}

机构：

[1] Natl Taiwan Univ, Dept Chem, Taipei 106, Taiwan

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 36期

关键词：

pyrimidine; molecular wire; Sonogashira coupling;

D O I：

10.1016/S0040-4039(01)01275-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Palladium-catalyzed Stille and Sonogashira. coupling reactions were sequentially applied for constructing novel pyrimidine-containing linear molecules. The chemoselectivity of 5-bromo-2-iodopyrimidine (1) towards Pd-catalyzed coupling reaction serves as a tool for the successful control of the arrangement of dipolar pyrimidine moieties inside the conjugated backbone. The influence of the arrangement of dipolar pyrimidine in the linear backbone on their absorption and photoluminescence are not stupendous. Thermogravimetric analysis (TGA) indicate that all linear molecules in this study exhibit high thermal stability. (C) 2001 Elsevier Science Ltd. All rights reserved.

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页码：6341 / 6344

页数：4

相关论文

共 18 条

[1] Synthetic, structural, electrochemical and electronic characterisation of heterobimetallic bis(acetylide) ferrocene complexes [J].

Colbert, MCB ;

Lewis, J ;

Long, NJ ;

Raithby, PR ;

White, AJP ;

Williams, DJ .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1997, (01) :99-104

[2]

Fernández-Acebes A, 1999, CHEM-EUR J, V5, P3285, DOI 10.1002/(SICI)1521-3765(19991105)5:11<3285::AID-CHEM3285>3.0.CO

[3]

2-Q

[4]

GAMMPER R, 1997, SYNTHESIS-STUTTGART, P696

[5] 5-bromo-2-iodopyrimidine: A novel, useful intermediate in selective palladium-catalysed cross-coupling reactions for efficient convergent syntheses [J].

Goodby, JW ;

Hird, M ;

Lewis, RA ;

Toyne, KJ .

CHEMICAL COMMUNICATIONS, 1996, (24) :2719-2720

[6] Making photoactive molecular-scale wires [J].

Harriman, A ;

Ziessel, R .

CHEMICAL COMMUNICATIONS, 1996, (15) :1707-1716

[7] Synthesis of a ferrocenyl-capped ruthenium(II) bis(acetylide) complex: A model for organometallic molecular wires [J].

Jones, ND ;

Wolf, MO ;

Giaquinta, DM .

ORGANOMETALLICS, 1997, 16 (07) :1352-1354

[8] PREPARATION AND PROPERTIES OF HIGHLY ELECTRON-ACCEPTING POLY(PYRIMIDINE-2,5-DIYL) [J].

KANBARA, T ;

KUSHIDA, T ;

SAITO, N ;

KUWAJIMA, I ;

KUBOTA, K ;

YAMAMOTO, T .

CHEMISTRY LETTERS, 1992, (04) :583-586

[9] Synthesis of quasi-linear and segmented bis- to penta-2,2′-bipyridine polytopic ligands built via a convergent approach [J].

Khatyr, A ;

Ziessel, R .

JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (23) :7814-7824

[10] Mono- and bis-alkynyl ruthenium(II) complexes containing the ferrocenyl moiety;: crystal structure of trans-[Ru(CCC5H4FeC5H5)2(Ph2PCH2CH2PPh2)2] and electrochemical studies [J].

Lebreton, C ;

Touchard, D ;

Le Pichon, L ;

Daridor, A ;

Toupet, L ;

Dixneuf, PH .

INORGANICA CHIMICA ACTA, 1998, 272 (1-2) :188-196