Synthesis of Functionalized Aryleneethynylene Oligomers and Polymers for Organic Electronics by Pd-Catalyzed Coupling Reactions

被引：17

作者：

Operamolla, Alessandra ^{[1
]}

Ragni, Roberta ^{[1
]}

Hassan Omar, Omar ^{[2
]}

Iacobellis, Giuliano ^{[1
]}

Cardone, Antonio ^{[2
]}

Babudri, Francesco ^{[1
]}

Farinola, Gianluca M. ^{[1
]}

机构：

[1] Univ Bari Aldo Moro, Dipartimento Chim, Via Orabona 4, I-70126 Bari, Italy

[2] CNR ICCOM, Ist Chim Composti OrganoMetallici, I-70126 Bari, Italy

来源：

CURRENT ORGANIC SYNTHESIS | 2012年 / 9卷 / 06期

关键词：

Aryleneethynylenes; conjugated oligomers; conjugated polymers; cross-coupling; Sonogashira reaction; triple C-C bonds; chiral polymers; biopolymers; organic electronics; thiol; molecular wires; self-assembly; molecular electronics; anthraquinone; norbornadiene; photoisomerization; OPTICAL-PROPERTIES; TERMINAL ALKYNES; MOLECULAR WIRES; ARYL BROMIDES; AMINO-ACID; DERIVATIVES; SEMICONDUCTORS; SUBSTITUENTS; ADSORBATES; COMPLEXES;

D O I：

10.2174/157017912803901655

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In this article we discuss synthetic routes to organic conjugated oligomers and polymers bearing triple C-C bonds that have been recently developed in our laboratories, based on Pd-catalyzed Csp-Csp(2) coupling reactions. Experimental protocols have been tuned to face synthetic challenges such as the presence in the main conjugated backbone of multifunctional substituents or uncommon conjugated units. The relevance of the obtained products in terms of properties and applications is also shortly mentioned.

引用

页码：764 / 778

页数：15

共 68 条

[51] Solution-Processable Low-Molecular Weight Extended Arylacetylenes: Versatile p-Type Semiconductors for Field-Effect Transistors and Bulk Heterojunction Solar Cells [J].

Silvestri, Fabio ;

Marrocchi, Assunta ;

Seri, Mirko ;

Kim, Choongik ;

Marks, Tobin J. ;

Facchetti, Antonio ;

Taticchi, Aldo .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (17) :6108-6123

[52]

Skotheim T.A., 2007, Handbook of Conducting Polymers, VThird

[53]

Smits E., 1996, J CHEM SOC P1, V24, P2873

[54] CONVENIENT SYNTHESIS OF ACETYLENES - CATALYTIC SUBSTITUTIONS OF ACETYLENIC HYDROGEN WITH BROMOALKENES, IODOARENES, AND BROMOPYRIDINES [J].

SONOGASHIRA, K ;

TOHDA, Y ;

HAGIHARA, N .

TETRAHEDRON LETTERS, 1975, (50) :4467-4470

[55]

STEPHENS RD, 1963, J ORG CHEM, V28, P3313, DOI 10.1021/jo01047a008

[56] The molecular wire approach to sensory signal amplification [J].

Swager, TM .

ACCOUNTS OF CHEMICAL RESEARCH, 1998, 31 (05) :201-207

[57]

Tanese M.C., 2006, P SOC PHOTO-OPT INS, V6192

[58] Poly(phenyleneethynylene) polymers bearing glucose substituents as promising active layers in enantioselective chemiresistors [J].

Tanese, MC ;

Torsi, L ;

Cioffi, N ;

Zotti, LA ;

Colangiuli, D ;

Farinola, GM ;

Babudri, F ;

Naso, F ;

Giangregorio, MM ;

Sabbatini, L ;

Zambonin, PG .

SENSORS AND ACTUATORS B-CHEMICAL, 2004, 100 (1-2) :17-21

[59] Improved procedures for the palladium-catalyzed coupling of terminal Alkynes with aryl bromides (Sonogashira coupling) [J].

Thorand, S ;

Krause, N .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (23) :8551-8553

[60] A sensitivity-enhanced field-effect chiral sensor [J].

Torsi, Luisa ;

Farinola, Gianluca M. ;

Marinelli, Francesco ;

Tanese, M. Cristina ;

Hassan Omar, Omar ;

Valli, Ludovico ;

Babudri, Francesco ;

Palmisano, Francesco ;

Zambonin, P. Giorgio ;

Naso, Francesco .

NATURE MATERIALS, 2008, 7 (05) :412-417

← 1 2 3 4 5 6 7 →