DICP OpenIR
Concerted Mechanisms of Excited-State Proton Intramolecular Transfer for Bis-2,4-(2-benzoxazolyl)-hydroquinone and Its Derivatives
Bao, Dongshuai1; Wang, Meishan1; Yang, Chuanlu1; Yang, Yunfan2; Ma, Xiaoguang1
Source PublicationJOURNAL OF PHYSICAL CHEMISTRY A
2017-11-02
DOI10.1021/acs.jpca.7b07753
Volume121Issue:43Pages:8217-8226
Indexed BySCI
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences
WOS SubjectChemistry, Physical ; Physics, Atomic, Molecular & Chemical
WOS Research AreaChemistry ; Physics
WOS KeywordTRANSITION-STATES ; BORATE COMPLEXES ; HYDROXIDE IONS ; DYNAMICS ; BENZOXAZOLE ; DENSITY ; SENSOR ; WATER ; 6-HYDROXYQUINOLINE ; PHOTOCHEMISTRY
AbstractThe concerted mechanisms of excited state intramolecular proton transfer (ESIPT) of bis-2,4-(2-benzoxazolyl)-hydroquinone (BBHQ') and its derivatives (BBHQ'(-) and DHBO') have been investigated using the density functional theory (DFT) and the time-dependent density functional theory (TDDFT). The calculated absorption and emission spectra of BBHQ' and its derivatives are in good agreement with the experimental results. The calculated bond lengths, bond angles, and IR vibrational spectra linked with hydrogen bond of molecular BBHQ' in the S-0 and S-1 states demonstrate that the hydrogen bond is strengthened in the S-1 state. Compared to BBHQ', BBHQ'(-) has a weak change of hydrogen bond between the S-1 and S-0 states. The calculation results show that there are three stable structures of BBHQ in the S-1 state. We find that the structure corresponding to the 481 nm fluorescence spectrum corresponds to BBHQ'-A rather than BBHQ'-K (Tetrahedron Lett., 2016, 57, 3518). The calculated frontier molecular orbitals (MOs) indicate the nature of the charge distribution and the trend of proton transfer of BBHQ'-A. The constructed potential energy surfaces of BBHQ and DBHO' further elucidate the proposed mechanism that one-proton or two-proton transfer can happen (stepwise or synchronous) in the S-1 states. The proposed ESIPT mechanism can provide a good explanation of the phenomenon of fluorescence quenching of BBHQ and its derivatives. Finally, the weak interaction types are discriminated through the reduced density gradient (RDG) analyses of BBHQ., and BBHQ'(-).
Language英语
WOS IDWOS:000414622800006
Citation statistics
Cited Times:3[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/149774
Collection中国科学院大连化学物理研究所
Affiliation1.Ludong Univ, Sch Phys & Optoelect Engn, Yantai 264025, Peoples R China
2.Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Mol React Dynam, Dalian 116023, Peoples R China
Recommended Citation
GB/T 7714
Bao, Dongshuai,Wang, Meishan,Yang, Chuanlu,et al. Concerted Mechanisms of Excited-State Proton Intramolecular Transfer for Bis-2,4-(2-benzoxazolyl)-hydroquinone and Its Derivatives[J]. JOURNAL OF PHYSICAL CHEMISTRY A,2017,121(43):8217-8226.
APA Bao, Dongshuai,Wang, Meishan,Yang, Chuanlu,Yang, Yunfan,&Ma, Xiaoguang.(2017).Concerted Mechanisms of Excited-State Proton Intramolecular Transfer for Bis-2,4-(2-benzoxazolyl)-hydroquinone and Its Derivatives.JOURNAL OF PHYSICAL CHEMISTRY A,121(43),8217-8226.
MLA Bao, Dongshuai,et al."Concerted Mechanisms of Excited-State Proton Intramolecular Transfer for Bis-2,4-(2-benzoxazolyl)-hydroquinone and Its Derivatives".JOURNAL OF PHYSICAL CHEMISTRY A 121.43(2017):8217-8226.
Files in This Item:
There are no files associated with this item.
Related Services
Recommend this item
Bookmark
Usage statistics
Export to Endnote
Google Scholar
Similar articles in Google Scholar
[Bao, Dongshuai]'s Articles
[Wang, Meishan]'s Articles
[Yang, Chuanlu]'s Articles
Baidu academic
Similar articles in Baidu academic
[Bao, Dongshuai]'s Articles
[Wang, Meishan]'s Articles
[Yang, Chuanlu]'s Articles
Bing Scholar
Similar articles in Bing Scholar
[Bao, Dongshuai]'s Articles
[Wang, Meishan]'s Articles
[Yang, Chuanlu]'s Articles
Terms of Use
No data!
Social Bookmark/Share
All comments (0)
No comment.
 

Items in the repository are protected by copyright, with all rights reserved, unless otherwise indicated.