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Synfacts 2015; 11(1): 0033
DOI: 10.1055/s-0034-1379662
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York

Having the Gall to Synthesize Conjugated Polymers Containing Gallium Atoms

Contributor(s):
Timothy M. Swager
,
Sibo Lin
Matsumoto T, Onishi Y, Tanaka K, * Fueno H, Tanaka K, Chujo Y. * Kyoto University, Japan
Synthesis of Conjugated Polymers Containing Gallium Atoms and Evaluation of Conjugation Through Four-Coordinate Gallium Atoms.

Chem. Commun. 2014;
50: 15740-15743
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Publication History

Publication Date:
15 December 2014 (online)

 
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Key words

gallium - conjugated polymers - cross-coupling

Significance

The effect of gallium atoms in conjugated polymers is relatively unexplored, in part due to the air and moisture sensitivity of three-coordinate gallium centers. Tanaka, Chujo, and co-workers utilize a four-coordinate gallium monomer in which the gallium is stabilized by amine chelation and bears two 4-bromophenyl moieties. With Suzuki–Miyaura or Yamamoto coupling, a variety of air-stable π-systems containing gallium atoms are obtained. UV/Vis and DFT studies show that π-conjugation extends through the gallium atoms.


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Comment

This study shows that gallium atoms can be incorporated into air-stable conjugated polymers. While typical aryl–aryl coupling conditions are employed in this study, relatively poor polymer yields and lengths are obtained. Future optimization of polymerization conditions could ­facilitate the development of gallium-containing polymers.


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