journal article·2024-09-02

Activating Electronic Delocalization: Through-Space Lone-Pair Interactions versus Hydrogen Bonding

Zuping Xiong, Jianyu Zhang, Ziteng Zhang, Lei Wang, Shuaitong Wei, Xiong Liu, Jing Zhi Sun, Haoke Zhang, Ben Zhong Tang

ACS Materials Letters· Volume 6· Issue 9
Publisher page

Abstract

It is still unclear how weak interactions specifically affect electronic structures. Here, we systematically reduce the number of N–H bonds within diarylmethane (DAM), precisely diminishing the number of hydrogen bonds (H-bonds). Contrary to the widely reported result that H-bonds could enhance molecular brightness by promoting electron delocalization, DAMs lacking H-bonds exhibit superior luminescence, compared to DAMs with H-bonds in both dilute solutions and solid states. It is indicated that H-bonds tend to induce n -electron localization, preventing the formation of through-space lone-pair conjugation ( n – n TSC). In addition, unlike the widely studied through-space π–π conjugation that only existed in the aggregate state, the n – n TSC can even stabilize the conformation and is expressed in dilute solutions. Herein, we not only achieve bright white-light emissions in nonconjugated small molecules but also reveal the surprisingly competitive relationship between H-bonds and n – n TSC in electronic delocalization, providing a new strategy for designing excellent optoelectronic materials via the n -electron bridge.
Source: openalex_inverted_index · Quality: baseline

Research context

OpenAlex topics: Perovskite Materials and Applications · Luminescence and Fluorescent Materials · Organic Light-Emitting Diodes Research

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

MOE Key Laboratory of Macromolecular Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou 310058, China

Zhejiang-Israel Joint Laboratory of Self-Assembling Functional Materials, ZJU-Hangzhou Global Scientific and Technological Innovation Center, Zhejiang University, Hangzhou 311215, China

Centre of Healthcare Materials, Shaoxing Institute, Zhejiang University, Shaoxing 312000, China

Department of Chemistry, Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction, The Hong Kong University of Science and Technology, Hong Kong 999077, China

School of Science and Engineering, Shenzhen Institute of Aggregate Science and Technology, The Chinese University of Hong Kong, Shenzhen (CUHK-Shenzhen), Guangzhou 518172, China

Funding

National Natural Science Foundation of China

References (51)

Show source-provided references
1. 10.1021/acs.chemrev.6b0012710.1021/acs.chemrev.6b00127 ↗
2. 10.1021/acs.chemrev.3c0034910.1021/acs.chemrev.3c00349 ↗
3. 10.1038/s41586-023-06980-y10.1038/s41586-023-06980-y ↗
4. 10.1038/s41566-023-01358-y10.1038/s41566-023-01358-y ↗
5. 10.1021/acs.chemmater.2c0356710.1021/acs.chemmater.2c03567 ↗
6. 10.1021/ja804049310.1021/ja8040493 ↗
7. 10.1038/s41377-023-01366-110.1038/s41377-023-01366-1 ↗
8. 10.1002/agt2.52810.1002/agt2.528 ↗
9. 10.1002/adfm.20210425910.1002/adfm.202104259 ↗
10. 10.1016/j.chempr.2018.08.01710.1016/j.chempr.2018.08.017 ↗
11. 10.1021/jacs.2c0594810.1021/jacs.2c05948 ↗
12. 10.1002/anie.20221442210.1002/anie.202214422 ↗
13. 10.1002/agt2.27810.1002/agt2.278 ↗
14. 10.1016/j.cclet.2023.10886110.1016/j.cclet.2023.108861 ↗
15. 10.1002/anie.20191652410.1002/anie.201916524 ↗
16. 10.1038/s41467-022-31547-210.1038/s41467-022-31547-2 ↗
17. 10.1038/s41467-023-36115-w10.1038/s41467-023-36115-w ↗
18. 10.1021/jacsau.1c0031110.1021/jacsau.1c00311 ↗
19. 10.1039/D0CS01087A10.1039/D0CS01087A ↗
20. 10.1002/agt2.46810.1002/agt2.468 ↗
21. 10.1038/374742a010.1038/374742a0 ↗
22. 10.1021/jacs.0c0527710.1021/jacs.0c05277 ↗
23. 10.1021/jacs.3c0703410.1021/jacs.3c07034 ↗
24. 10.1021/acs.jpclett.9b0256810.1021/acs.jpclett.9b02568 ↗
25. 10.1002/adfm.20240172810.1002/adfm.202401728 ↗
26. 10.1002/anie.20231965010.1002/anie.202319650 ↗
27. 10.1021/jacs.1c0767410.1021/jacs.1c07674 ↗
28. 10.1021/jacs.5b1101210.1021/jacs.5b11012 ↗
29. 10.1039/D2SC00908K10.1039/D2SC00908K ↗
30. 10.1007/s10118-021-2593-010.1007/s10118-021-2593-0 ↗
31. 10.1021/jacs.2c1326410.1021/jacs.2c13264 ↗
32. 10.1021/acs.macromol.2c0153110.1021/acs.macromol.2c01531 ↗
33. 10.1002/adma.20230024410.1002/adma.202300244 ↗
34. 10.1002/adfm.20230842010.1002/adfm.202308420 ↗
35. 10.1016/j.cclet.2022.07.02710.1016/j.cclet.2022.07.027 ↗
36. 10.1038/s41467-023-40340-810.1038/s41467-023-40340-8 ↗
37. 10.1002/anie.20240382710.1002/anie.202403827 ↗
38. 10.1021/jacs.1c0388210.1021/jacs.1c03882 ↗
39. 10.1021/jacs.3c0816410.1021/jacs.3c08164 ↗
40. 10.31635/ccschem.023.20230281510.31635/ccschem.023.202302815 ↗
41. 10.1021/jacs.7b0859210.1021/jacs.7b08592 ↗
42. 10.1002/anie.20231824510.1002/anie.202318245 ↗
43. 10.1002/anie.20230676210.1002/anie.202306762 ↗
44. 10.1002/smo.2022000610.1002/smo.20220006 ↗
45. 10.1021/jacs.2c0238110.1021/jacs.2c02381 ↗
46. 10.1002/jcc.2508210.1002/jcc.25082 ↗
47. 10.1021/acs.inorgchem.3c0267510.1021/acs.inorgchem.3c02675 ↗
48. 10.1039/D1SC02168K10.1039/D1SC02168K ↗
49. 10.1021/cr500441910.1021/cr5004419 ↗
50. 10.1002/jcc.2681210.1002/jcc.26812 ↗
51. 10.1021/ja067946e10.1021/ja067946e ↗