Characterization of non-classical C Br⋯π interactions in (E)-1,3-dibromo-5-(2-(ferrocenyl)vinyl)benzene and related derivatives of ferrocene

Shukla, Rahul; Panini, Piyush; McAdam, C. John; Robinson, Brian H.; Tagg, Tei; Chopra, Deepak

doi:10.1016/j.molstruc.2016.11.015

Cited by 10 publications

(3 citation statements)

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“…Interestingly, there were no short Br...Br contacts, as have been observed for [Fe(1) 2 ][PF 6 ] 2 and related complexes [42]. We note that atom Br1 lies 4.13 Å from the centroid of the pyridine ring containing N4ii (symmetry code ii = 2 − x, 2 − y, −z) but at the upper limit of a weak Br...π contact [43]. [40,41].…”

Section: Synthesis and Solution Characterization Of Complexessupporting

confidence: 62%

Where Are the tpy Embraces in [Zn{4′-(EtO)2OPC6H4tpy}2][CF3SO3]2?

et al. 2018

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In this paper, the bromo-and phosphonate-ester-functionalized complexes [Zn(1) 2 ] [CF 3 SO 3 ] 2 and [Zn(2) 2 ][CF 3 SO 3 ] 2 (1 = 4 -(4-bromophenyl)-2,2 :6 ,2 -terpyridine, 2 = diethyl (4-([2,2 : 6 ,2 -terpyridin]-4 -yl)phenyl)phosphonate) are reported. The complexes have been characterized by electrospray mass spectrometry, IR and absorption spectroscopies, and multinuclear NMR spectroscopy. The single-crystal structures of [Zn (1) 2 ][CF 3 SO 3 ] 2 . MeCN .1 / 2 Et 2 O and [Zn(2) 2 ][CF 3 SO 3 ] 2 have been determined and they confirm {Zn(tpy) 2 } 2+ cores (tpy = 2,2 :6 ,2 -terpyridine). Ongoing from X = Br to P(O)(OEt) 2 , the {Zn(4 -XC 6 H 4 tpy) 2 } 2+ unit exhibits significant "bowing" of the backbone, which is associated with changes in packing interactions. The [Zn(1) 2 ] 2+ cations engage in head-to-tail 4 -Phtpy...4 -Phtpy embraces with efficient pyridine...phenylene π-stacking interactions. The [Zn(2) 2 ] 2+ cations pack with one of the two ligands involved in pyridine...pyridine π-stacking; steric hindrance between one C 6 H 4 PO(OEt) 2 group and an adjacent pair of π-stacked pyridine rings results in distortion of backbone of the ligand. This report is the first crystallographic determination of a salt of a homoleptic [M{4 -(RO) 2 OPC 6 H 4 tpy} 2 ] n+ cation. Crystals 2018, 8, x FOR PEER REVIEW 2 of 11 presence of the 1,4-phenylene spacer enhances the rate of electron-transfer across the dye/semiconductor interface [23]. Scheme 1. Examples of anchoring ligands (cyclometallating H(C^N), bpy N^N, and tpy N^N^N) used in sensitizers in metal complex dyes in dye-sensitized solar cells.Despite the interest in sensitizers based on polypyridine metal complexes incorporating phosphonic acid anchors, there is remarkably little crystallographic data available to provide insights into structural details, in particular, packing interactions that may influence aggregation of the surface-adsorbed species. A search of the CSD (v. 5.40, November 2018 [24] for metal-bonded {4′-O3P-tpy} or {4′-O3P-C6H4tpy} units gave surprisingly few hits [25][26][27][28][29][30][31][32], with only one featuring a 1,4-phenylene spacer [32]. It is also interesting to note that all of the reported structures relate to phosphonate esters rather than the parent phosphonic acids, and that the majority of the studies were motivated by application of the complexes as logic gates, photosensitizers, and catalysts. Here, we report the syntheses and single-crystal structures of the two zinc(II) complexes [Zn(1)2][CF3SO3]2 and [Zn(2)2][CF3SO3]2 (where ligands 1 and 2 are defined in Scheme 2) and investigate the effects that the phosphonate ester group has on intermolecular interactions in the solid state.Scheme 2. Structures of the ligands 1 and 2. Materials and Methods General1 H, 13 C, and 31 P NMR spectra were recorded on a Bruker Avance III-500 spectrometer (Bruker BioSpin AG, Fällanden, Switzerland) at 298 K. The 1 H and 13 C NMR chemical shifts were referenced with respect to residual solvent peaks (δ TMS = 0), and 31 P shift with respec...

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Section: Synthesis and Solution Characterization Of Complexessupporting

confidence: 62%

Where Are the tpy Embraces in [Zn{4′-(EtO)2OPC6H4tpy}2][CF3SO3]2?

et al. 2018

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“…The halogen bonds of BC molecule can be described concerning the electrostatic potential considering the surface of the halogen atom. − The halogen bond is a noncovalent interaction between an electrophilic region associated with a halogen atom and a nucleophilic region. These interactions were introduced as the σ-hole concept that represents a region of positive electrostatic potential over halogen atoms .…”

Section: Resultsmentioning

confidence: 99%

A Comprehensive Topological Analysis on a New Bromine-Chalcone with Potential Nonlinear Optical Properties

et al. 2019

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The application of organic crystals on nonlinear optical (NLO) materials has been increasing in recent years, and compounds like chalcones are interesting due to their significant third-order nonlinear properties. Hereof, we describe the synthesis, molecular structure, supramolecular arrangement, and theoretical calculations for a brominechalcone 3-(4-bromophenyl)-1-[3-(2-oxo-2-phenylethoxy)phenyl]-propenone (BC), which crystallized into noncentrosymmetric space group Pc. Also, a comprehensive topological analysis performed by QTAIM highlights the observed halogen bonds on solid state. In addition, the thermal stability was studied in temperatures smaller than 800 °C showing BC crystal as potential optical devices at temperatures up to 250 °C. Finally, the NLO properties indicate a photonic application based on strong third-order nonlinear response.

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“…The English teaching at the basic stage and the English teaching in colleges and universities are all different. There is a lack of stage, level and graduality; the lack of integrity of students' English education from primary school to university leads to duplication of teaching content, thus reducing students' enthusiasm [4] .…”

Section: College English Teaching Status and Problemsmentioning

confidence: 99%

Discussion on the Reform of Civil Service English Course Based on ESP Theory

Lin¹

2019

2019 International Conference on Arts, Management, Education and Innovation (ICAMEI 2019)

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This paper starts with the ESP theory, discusses the current situation and problems of college English teaching, analyzes the necessity of ESP teaching reform and puts forward the model and new method of college English ESP teaching reform, and makes a comparison of three methods with language-centered and skill-centered learning as the center. ESP is extremely meaningThe essence of professional English is ESP. ESP is an acronym for English for Specific Purposes, as opposed to English for General Purposes (EGP). Specialized English is generally divided into academic use of English and work use of English. English for Academic Purposes refers to the use of English for various academic exchanges, such as reading English literature, writing English papers, defending papers and attending international academic conferences.English for Occupational Purposes or English for vocational Purposes refers to the use of English to complete various tasks. Work Use of English includes the whole process of daily communication between students in job search and application, as well as in the industry. English course standard definition The meaning of the course standardThe etymology of English curriculum standards is divided into two types: curriculum and syllabus. The American curriculum tradition has little difference between the two, while the British curriculum tradition points the curriculum to the national curriculum standards and syllabus is subordinate to the curriculum standards. For course design. Although curriculum standards differ by country and region differences, the basic structure of current curriculum standards is clear, including four different aspects of curriculum objectives, course content, implementation methods and assessment feedback. The English language curriculum standards (syllabus) are generally established based on content goals and performance goals and are essentially the embodiment of education and reality education. The content standard emphasizes the mastery and reserve of language knowledge and language skills, which is the presupposition of the expected goal, while the performance goal focuses on the language acquisition, learning progress and experience of the 2019 International Conference on Arts, Management, Education and Innovation (ICAMEI 2019) Published by CSP

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Characterization of non-classical C Br⋯π interactions in (E)-1,3-dibromo-5-(2-(ferrocenyl)vinyl)benzene and related derivatives of ferrocene

Cited by 10 publications

References 66 publications

Where Are the tpy Embraces in [Zn{4′-(EtO)2OPC6H4tpy}2][CF3SO3]2?

Where Are the tpy Embraces in [Zn{4′-(EtO)2OPC6H4tpy}2][CF3SO3]2?

A Comprehensive Topological Analysis on a New Bromine-Chalcone with Potential Nonlinear Optical Properties

Discussion on the Reform of Civil Service English Course Based on ESP Theory

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