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Origins of Diastereoselectivity in the Addition of Enoxysilanes to Vinyl Diazonium Salts 烯氧硅烷与乙烯基重氮盐的非对映选择性加成的起源
IF 4.354 2区 化学
The Journal of Organic Chemistry Pub Date : 2024-07-13 DOI: 10.1021/acs.joc.4c00874
Avery Peck, Manman Sun, Evan Howard, Xin Hong, Matthias Brewer
{"title":"Origins of Diastereoselectivity in the Addition of Enoxysilanes to Vinyl Diazonium Salts","authors":"Avery Peck, Manman Sun, Evan Howard, Xin Hong, Matthias Brewer","doi":"10.1021/acs.joc.4c00874","DOIUrl":"https://doi.org/10.1021/acs.joc.4c00874","url":null,"abstract":"The addition of enoxysilanes to vinyl diazonium ions occurs with varying levels of diastereoselectivity. To understand the origins of the stereoselectivity, we studied these transformations using density functional theory (DFT) calculations. The selectivity stems from a stabilizing cation-π interaction that orients the nucleophile and the diazonium ion.","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":null,"pages":null},"PeriodicalIF":4.354,"publicationDate":"2024-07-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141602873","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Modeling Scanning Electrochemical Cell Microscopy (SECCM) in Twisted Bilayer Graphene. 在扭曲双层石墨烯中模拟扫描电化学电池显微镜 (SECCM)。
IF 4.8 2区 化学
The Journal of Physical Chemistry Letters Pub Date : 2024-07-12 DOI: 10.1021/acs.jpclett.4c01002
Mohammad Babar, Venkatasubramanian Viswanathan
{"title":"Modeling Scanning Electrochemical Cell Microscopy (SECCM) in Twisted Bilayer Graphene.","authors":"Mohammad Babar, Venkatasubramanian Viswanathan","doi":"10.1021/acs.jpclett.4c01002","DOIUrl":"https://doi.org/10.1021/acs.jpclett.4c01002","url":null,"abstract":"<p><p>Twisted 2D-flat band materials host exotic quantum phenomena and novel moiré patterns, showing immense promise for advanced spintronic and quantum applications. Here, we evaluate the nanostructure-activity relationship in twisted bilayer graphene by modeling it under the scanning electrochemical cell microscopy setup to resolve its spatial moiré domains. We solve the steady state ion transport inside a 3D nanopipette to isolate the current response at AA and AB domains. Interfacial reaction rates are obtained from a modified Marcus-Hush-Chidsey theory combining input from a tight binding model that describes the electronic structure of bilayer graphene. High rates of redox exchange are observed at the AA domains, an effect that reduces with diminished flat bands or a larger cross-sectional area of the nanopipette. Using voltammograms, we identify an optimal voltage that maximizes the current difference between the domains. Our study lays down the framework to electrochemically capture prominent features of the band structure that arise from spatial domains and deformations in 2D flat-band materials.</p>","PeriodicalId":62,"journal":{"name":"The Journal of Physical Chemistry Letters","volume":null,"pages":null},"PeriodicalIF":4.8,"publicationDate":"2024-07-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141589034","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Controlled Synthesis of MoNi4 Ultrathin Nanosheet Arrays as an Efficient Bifunctional Electrocatalyst for Urea-Assisted Hydrogen Production 受控合成 MoNi4 超薄纳米片阵列作为尿素辅助制氢的高效双功能电催化剂
IF 4.126 3区 化学
The Journal of Physical Chemistry C Pub Date : 2024-07-12 DOI: 10.1021/acs.jpcc.4c03904
Guoliang Gao, Guang Yang, Xueqing Gao, Yifan Li, Rong Huang, Yi Cui
{"title":"Controlled Synthesis of MoNi4 Ultrathin Nanosheet Arrays as an Efficient Bifunctional Electrocatalyst for Urea-Assisted Hydrogen Production","authors":"Guoliang Gao, Guang Yang, Xueqing Gao, Yifan Li, Rong Huang, Yi Cui","doi":"10.1021/acs.jpcc.4c03904","DOIUrl":"https://doi.org/10.1021/acs.jpcc.4c03904","url":null,"abstract":"The utilization of water electrolysis as a technology for industrial hydrogen production is considered highly appealing. Currently, the sluggish anodic oxygen evolution reaction (OER), which involves a four-electron transfer process, hampers the overall efficiency of water splitting. The coupling of urea electrocatalysis with the hydrogen evolution reaction (HER) holds significant promise in achieving energy-efficient hydrogen production. Here, we present a study showcasing the in situ synthesis of arrays consisting of ultrathin MoNi<sub>4</sub> nanosheets on a Ni foam (NF) substrate (MoNi<sub>4</sub>/NF). The catalyst exhibits high bifunctional activity due to its excellent intrinsic activity, increased exposure of active sites, and favorable morphology and structure of the electrode material. Specifically, overpotentials as low as 146 mV and 1.42 V are sufficient to drive a current density of 100 mA cm<sup>–2</sup> for the HER and urea oxidation reaction (UOR), respectively. Moreover, the utilization of optimized MoNi<sub>4</sub>/NF as a dual-electrode catalyst enables the provision of a current density of 100 mA cm<sup>–2</sup> for hybrid water splitting when operating at a cell voltage of 1.54 V. This study presents a novel concept for the advancement of effective and enduring bifunctional electrocatalysts capable of facilitating both the HER and the UOR.","PeriodicalId":61,"journal":{"name":"The Journal of Physical Chemistry C","volume":null,"pages":null},"PeriodicalIF":4.126,"publicationDate":"2024-07-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141597481","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Reworking the Tao-Mo Exchange-Correlation Functional. III. Improved Deorbitalization Strategy and Faithful Deorbitalization. 重塑陶莫交换相关函数。III.改进脱轨策略和忠实脱轨。
IF 2.7 2区 化学
The Journal of Physical Chemistry A Pub Date : 2024-07-12 DOI: 10.1021/acs.jpca.4c02635
H Francisco, A C Cancio, S B Trickey
{"title":"Reworking the Tao-Mo Exchange-Correlation Functional. III. Improved Deorbitalization Strategy and Faithful Deorbitalization.","authors":"H Francisco, A C Cancio, S B Trickey","doi":"10.1021/acs.jpca.4c02635","DOIUrl":"https://doi.org/10.1021/acs.jpca.4c02635","url":null,"abstract":"<p><p>We present a deorbitalization of the recent simplified, regularized Tao-Mo exchange functional ( <i>J. Chem. Phys.</i> 2023, 159, 214102) that is faithful to the parent functional. That is a major gain relative to our earlier deorbitalization which did poorly on molecular heats of formation ( <i>J. Chem. Phys.</i> 2023, 159, 214103). The improvement arises from augmentation of the Mejía-Rodríguez and Trickey deorbitalization strategy ( <i>Phys. Rev. A</i> 2017, 96, 052512) to use a smoothed replacement for the reduced density Laplacian (conventionally denoted <i>q</i>) obtained from that Laplacian itself. The augmentation also rationalizes the improvement obtained from the cutoff of <i>q</i> < 0 that was poorly understood at the time of the previous paper. The new scheme yields deorbitalized chemical region indicators that are much closer to those from the parent, orbital-dependent functional than were obtainable from the previous deorbitalization. It also replicates the good 3d elemental magnetization of the parent functional reasonably well.</p>","PeriodicalId":59,"journal":{"name":"The Journal of Physical Chemistry A","volume":null,"pages":null},"PeriodicalIF":2.7,"publicationDate":"2024-07-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141589026","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Construction of Diverse Fused Chromene Frameworks via Isocyanide-Based Three-Component Reaction. 通过基于异氰酸酯的三组份反应构建多种融合色烯框架
IF 3.3 2区 化学
The Journal of Organic Chemistry Pub Date : 2024-07-12 DOI: 10.1021/acs.joc.4c01142
Yu-Wei He, Li Huang, Kun Huang, Chao-Guo Yan, Jing Sun, Ying Han
{"title":"Construction of Diverse Fused Chromene Frameworks via Isocyanide-Based Three-Component Reaction.","authors":"Yu-Wei He, Li Huang, Kun Huang, Chao-Guo Yan, Jing Sun, Ying Han","doi":"10.1021/acs.joc.4c01142","DOIUrl":"https://doi.org/10.1021/acs.joc.4c01142","url":null,"abstract":"<p><p>A convenient synthetic protocol for diverse fused chromenes was successfully developed by a three-component reaction of alkyl isocyanides, dialkyl but-2-ynedioates, and various cyclic 1,3-dipolarophiles containing <i>o</i>-hydroxyphenyl group. In the absence of any catalyst, the three-component reaction of alkyl isocyanides, dialkyl but-2-ynedioates, and 3-(<i>o</i>-hydroxyarylidene)indolin-2-ones in tetrahydrofuran at 60 °C resulted in unique functionalized spiro[cyclobuta[<i>c</i>]chromene-1,3'-indolines] in good yields and with high diastereoselectivity. However, the similar three-component reaction with 2-(5-halo-2-hydroxyarylidene)indolin-2-ones afforded unexpected chain products in satisfactory yields. In addition, the three-component reaction of alkyl isocyanides, dialkyl but-2-ynedioates, and 2-(<i>o</i>-hydroxyarylidene)-1,3-indanediones in tetrahydrofuran at 60 °C resulted in complex indeno[2',1':5,6]pyrano[3,4-<i>c</i>]chromene derivatives in high yields and with high diastereoselectivity.</p>","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":null,"pages":null},"PeriodicalIF":3.3,"publicationDate":"2024-07-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141589016","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Spectrally Stable and Bright Red Perovskite Light-Emitting Diodes. 光谱稳定、亮度高的红色 Perovskite 发光二极管。
IF 4.8 2区 化学
The Journal of Physical Chemistry Letters Pub Date : 2024-07-12 DOI: 10.1021/acs.jpclett.4c01757
Fuyi Zhou, Chang Yi, Jianhong Wu, You Ke, Yuyang Zhang, Nana Wang, Jianpu Wang
{"title":"Spectrally Stable and Bright Red Perovskite Light-Emitting Diodes.","authors":"Fuyi Zhou, Chang Yi, Jianhong Wu, You Ke, Yuyang Zhang, Nana Wang, Jianpu Wang","doi":"10.1021/acs.jpclett.4c01757","DOIUrl":"https://doi.org/10.1021/acs.jpclett.4c01757","url":null,"abstract":"<p><p>Mixing iodide and bromide in three-dimensional metal-halide perovskites is a facile strategy for achieving red light-emitting diodes (LEDs). However, these devices often face challenges such as instability in electroluminescence spectra and low brightness due to phase segregation in mixed-halide perovskites. Here, we demonstrate spectrally stable and bright red perovskite LEDs by substituting some of the halide ions with pseudohalogen thiocyanate ions (SCN<sup>-</sup>). We find that SCN<sup>-</sup> can occupy halogen vacancies, thereby releasing microstrain and passivating defects in the perovskite crystals. This leads to the suppression of mixed-halide phase segregation under electrical bias. As a result, the red perovskite LEDs exhibit a high brightness of >35 000 cd m<sup>-2</sup> with stable Commission Internationale de l'Eclairage (CIE) coordinates of (0.713, 0.282). This brightness surpasses that of the best-performing red perovskite LEDs, showing great promise for advancing perovskite LEDs in display and lighting applications.</p>","PeriodicalId":62,"journal":{"name":"The Journal of Physical Chemistry Letters","volume":null,"pages":null},"PeriodicalIF":4.8,"publicationDate":"2024-07-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141597953","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Transcription Attenuation in Synthetic Promoters in Nonoverlapping Tandem Formation. 非重叠串联合成启动子的转录衰减
IF 2.9 3区 生物学
Biochemistry Biochemistry Pub Date : 2024-07-12 DOI: 10.1021/acs.biochem.4c00012
Vatsala Chauhan, Ines S C Baptista, Amir M Arsh, Rahul Jagadeesan, Suchintak Dash, Andre S Ribeiro
{"title":"Transcription Attenuation in Synthetic Promoters in Nonoverlapping Tandem Formation.","authors":"Vatsala Chauhan, Ines S C Baptista, Amir M Arsh, Rahul Jagadeesan, Suchintak Dash, Andre S Ribeiro","doi":"10.1021/acs.biochem.4c00012","DOIUrl":"https://doi.org/10.1021/acs.biochem.4c00012","url":null,"abstract":"<p><p>Closely spaced promoters are ubiquitous in prokaryotic and eukaryotic genomes. How their structure and dynamics relate remains unclear, particularly for tandem formations. To study their transcriptional interference, we engineered two pairs and one trio of synthetic promoters in nonoverlapping, tandem formation, in single-copy plasmids transformed into <i>Escherichia coli</i> cells. From in vivo measurements, we found that these promoters in tandem formation can have attenuated transcription rates. The attenuation strength can be widely fine-tuned by the promoters' positioning, natural regulatory mechanisms, and other factors, including the antibiotic rifampicin, which is known to hamper RNAP promoter escape. From this, and supported by in silico models, we concluded that the attenuation in these constructs emerges from premature terminations generated by collisions between RNAPs elongating from upstream promoters and RNAPs occupying downstream promoters. Moreover, we found that these collisions can cause one or both RNAPs to falloff. Finally, the broad spectrum of possible, externally regulated, attenuation strengths observed in our synthetic tandem promoters suggests that they could become useful as externally controllable regulators of future synthetic circuits.</p>","PeriodicalId":28,"journal":{"name":"Biochemistry Biochemistry","volume":null,"pages":null},"PeriodicalIF":2.9,"publicationDate":"2024-07-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141597878","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Nonadiabatic Tunneling in Chemical Reactions. 化学反应中的非绝热隧道效应
IF 4.8 2区 化学
The Journal of Physical Chemistry Letters Pub Date : 2024-07-12 DOI: 10.1021/acs.jpclett.4c01098
Jeremy O Richardson
{"title":"Nonadiabatic Tunneling in Chemical Reactions.","authors":"Jeremy O Richardson","doi":"10.1021/acs.jpclett.4c01098","DOIUrl":"https://doi.org/10.1021/acs.jpclett.4c01098","url":null,"abstract":"<p><p>Quantum tunneling can have a dramatic effect on chemical reaction rates. In nonadiabatic reactions such as electron transfers or spin crossovers, nuclear tunneling effects can be even stronger than for adiabatic proton transfers. Ring-polymer instanton theory enables molecular simulations of tunneling in full dimensionality and has been shown to be far more reliable than commonly used separable approximations. First-principles instanton calculations predict significant nonadiabatic tunneling of heavy atoms even at room temperature and give excellent agreement with experimental measurements for the intersystem crossing of two nitrenes in cryogenic matrix isolation, the spin-forbidden relaxation of photoexcited thiophosgene in the gas phase, and singlet oxygen deactivation in water at ambient conditions. Finally, an outlook of further theoretical developments is discussed.</p>","PeriodicalId":62,"journal":{"name":"The Journal of Physical Chemistry Letters","volume":null,"pages":null},"PeriodicalIF":4.8,"publicationDate":"2024-07-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141588944","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Asymmetric Construction of Ethenyl-Substituted Acyclic Quaternary Stereocenters at the α-Position of Carbonyl Surrogates via Stereoselective Sulfonylvinylation-Reductive Desulfonylation. 通过立体选择性磺酰基乙烯化-还原脱磺作用,在羰基代用品的 α 位不对称地构建乙烯基取代的环状季态立体中心。
IF 3.3 2区 化学
The Journal of Organic Chemistry Pub Date : 2024-07-12 DOI: 10.1021/acs.joc.4c01235
Nuermaimaiti Yisimayili, Chong-Dao Lu
{"title":"Asymmetric Construction of Ethenyl-Substituted Acyclic Quaternary Stereocenters at the α-Position of Carbonyl Surrogates via Stereoselective Sulfonylvinylation-Reductive Desulfonylation.","authors":"Nuermaimaiti Yisimayili, Chong-Dao Lu","doi":"10.1021/acs.joc.4c01235","DOIUrl":"https://doi.org/10.1021/acs.joc.4c01235","url":null,"abstract":"<p><p><i>N</i>-Sulfinyl metalloenamines, derived from geometry-defined β,β-disubstituted enesulfinamides, undergo conjugate addition-elimination reaction with β-tosyl nitroolefin to afford α-sulfonylvinylated ketimines with high stereocontrol. Further desulfonylation using sodium naphthalenide gives carbonyl surrogates bearing a less-accessible acyclic quaternary α-stereocenters substituted with an ethenyl group and two sterically and electronically similar groups (e.g., methyl and ethyl). Synthetic application of the described protocol was demonstrated by enantioselective synthesis of (<i>S</i>)-bakuchiol.</p>","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":null,"pages":null},"PeriodicalIF":3.3,"publicationDate":"2024-07-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141589015","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Electronic Structure of Biexcitons in Metal Halide Perovskite Nanoplatelets. 金属卤化物过氧化物纳米小板中的双激子电子结构。
IF 4.8 2区 化学
The Journal of Physical Chemistry Letters Pub Date : 2024-07-12 DOI: 10.1021/acs.jpclett.4c01719
Juan I Climente, José L Movilla, Josep Planelles
{"title":"Electronic Structure of Biexcitons in Metal Halide Perovskite Nanoplatelets.","authors":"Juan I Climente, José L Movilla, Josep Planelles","doi":"10.1021/acs.jpclett.4c01719","DOIUrl":"https://doi.org/10.1021/acs.jpclett.4c01719","url":null,"abstract":"<p><p>A theoretical description of biexcitons in metal halide perovskite nanoplatelets is presented. The description is based on a variational effective mass model, including polaronic effects by means of a Haken potential. The strong quantum and dielectric confinements are shown to squeeze the biexciton under the polaronic radius, which greatly enhances Coulomb attractions and (to a lesser extent) repulsions. This explains the need for effective dielectric constants approaching the high-frequency limit in previous simulations, and the binding energies exceeding 40 meV observed in single-monolayer nanoplatelets. Biexcitons are formed by a pair of weakly interacting excitons, with a roughly rectangular geometry. This translates into a constant ratio between biexciton and exciton binding energies (2D Haynes rule) well below the ideal value of Δ<sub>BX</sub>/Δ<sub>X</sub> = 0.228 proposed for squared biexcitons. The ratio is independent of the number of monolayers in the platelet, but it does depend on the lateral and dielectric confinement.</p>","PeriodicalId":62,"journal":{"name":"The Journal of Physical Chemistry Letters","volume":null,"pages":null},"PeriodicalIF":4.8,"publicationDate":"2024-07-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141589033","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
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