研究目的
Investigating the first successful Buchwald?Hartwig reaction at the naphthalenediimide core to couple diverse secondary aromatic amines including dendritic donors, achieving panchromatic NIR absorbers with exceptionally low band gap.
研究成果
The study successfully demonstrated the first Buchwald?Hartwig reaction at the naphthalenediimide core, leading to the synthesis of panchromatic NIR absorbers with exceptionally low band gaps. The compounds exhibited multielectron reservoir properties and could be potential candidates for applications in organic semiconducting and light-harvesting materials.
研究不足
The synthesis yields were moderate (35%?50%), and the study did not explore the full potential of the synthesized compounds in device applications.
1：Experimental Design and Method Selection:
The study employed a palladium-catalyzed Buchwald?Hartwig approach for the coupling of secondary aromatic amines at the naphthalenediimide core.
2：Sample Selection and Data Sources:
NDI-Br2 was treated with various 2° arylamines.
3：List of Experimental Equipment and Materials:
1,1′-ferrocenediyl-bis(diphenylphosphine) (DPPF) as the ligand and sodium tertiary butoxide as a strong base in dry degassed toluene under glovebox condition.
4：Experimental Procedures and Operational Workflow:
The reaction mixture was precipitated by the addition of an excess of hexane and purified by repeated precipitation with chloroform and methanol.
5：Data Analysis Methods:
UV-vis-NIR absorption spectroscopy, cyclic voltammetry (CV), and differential pulse voltammetry (DPV) were used for analysis.
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