Strong Charge-Transfer Chromophores from [2+2] Cycloadditions of TCNE and TCNQ to Peripheral Donor-Substituted Alkynes
文献类型:期刊论文
作者 | Chen, Songhua1,2; Li, Yongjun1; Liu, Chao1,2; Yang, Wenlong1,2; Li, Yuliang1 |
刊名 | EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
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出版日期 | 2011-11-01 |
期号 | 32页码:6445-6451 |
关键词 | Donor-acceptor Systems Cycloaddition Charge Transfer Aggregate Morphology |
ISSN号 | 1434-193X |
DOI | 10.1002/ejoc.201101009 |
英文摘要 | Peripheral donor-substituted N,N-dimethyl-4-[(7-nitrobenzo[c][1,2,5]thiadiazol-4-yl)ethynyl]aniline (1a), 4-(benzo[c][1,2,5]thiadiazol-4-ylethynyl)-N,N-dimethylaniline (1b), and 4,4'-{benzo[c][1,2,5]thiadiazole-4,7-diylbis(ethyne-2,1-diyl)}bis( N,N-dimethylaniline) (2) were prepared by Sonogashira cross-coupling reactions. Compounds 1a, 1b, and 2 subsequently reacted with tetracyanoethylene (TCNE) or 7,7,8,8-tetracyanoquinodimethane (TCNQ) to afford the charge-transfer chromophores 3-8. X-ray crystallographic analysis revealed the nonplanarity of these donor-acceptor (D-A) chromophores. Cyclic voltammetry (CV) exhibited a multistep reduction wave. UV/Vis spectra and theoretical calculations identified efficient intramolecular charge-transfer interactions. Moreover, scanning electron microscopy (SEM) showed the morphology transition and reconstruction process of 5 from 0D hollow nanospheres to 1D tubular microstructures. |
语种 | 英语 |
WOS记录号 | WOS:000297157200007 |
出版者 | WILEY-BLACKWELL |
源URL | [http://ir.iccas.ac.cn/handle/121111/72105] ![]() |
专题 | 中国科学院化学研究所 |
通讯作者 | Li, Yongjun |
作者单位 | 1.Chinese Acad Sci, CAS Key Lab Organ Solids, Beijing Natl Lab Mol Sci BNLMS, Inst Chem, Beijing 100190, Peoples R China 2.Chinese Acad Sci, Grad Univ, Beijing 100049, Peoples R China |
推荐引用方式 GB/T 7714 | Chen, Songhua,Li, Yongjun,Liu, Chao,et al. Strong Charge-Transfer Chromophores from [2+2] Cycloadditions of TCNE and TCNQ to Peripheral Donor-Substituted Alkynes[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,2011(32):6445-6451. |
APA | Chen, Songhua,Li, Yongjun,Liu, Chao,Yang, Wenlong,&Li, Yuliang.(2011).Strong Charge-Transfer Chromophores from [2+2] Cycloadditions of TCNE and TCNQ to Peripheral Donor-Substituted Alkynes.EUROPEAN JOURNAL OF ORGANIC CHEMISTRY(32),6445-6451. |
MLA | Chen, Songhua,et al."Strong Charge-Transfer Chromophores from [2+2] Cycloadditions of TCNE and TCNQ to Peripheral Donor-Substituted Alkynes".EUROPEAN JOURNAL OF ORGANIC CHEMISTRY .32(2011):6445-6451. |
入库方式: OAI收割
来源:化学研究所
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