
沈其龙
研究员
电话:021-54925197
电子邮箱:shenql@mail.sioc.ac.cn
联系地址:上海市零陵路345号,邮编:200032
Shanghai Institute of Organic Chemistry, 345 Lingling Lu, Shanghai,200032
简介:(学习工作经历)中文和英文
教育背景
1992年9月-1996年7月南京大学环境科学与工程系,本科毕业
1996年9月-1999年7月上海有机化学研究所,获理学硕士学位
2000年9月-2002年7月美国麻省大学Dartmouth分校,获理学硕士学位
2002年9月-2007年9月美国耶鲁大学,获博士学位
工作经历
1999年8月-2000年8月,上海有机化学研究所,研究助理
2007年10月-2010年3月,美国伊利诺伊斯大学香槟分校化学系博士后
2010年4月-至今,上海有机化学研究所,课题组长
发表论文
73. A Key Intermediate in Copper‐Mediated Arene Trifluoromethylation [nBu4N][Cu(Ar)(CF3)3]: Synthesis, Characterization and C(sp2)‐CF3Reductive Elimination
Lu, Z.-H.; Liu, H.; Liu, S.-Y.; Leng, X.-B.; Lan, Y.; Shen, Q.Angew. Chem. Int. Ed.2019,58, 8510
72.Synthesis and Reactivity of α‐Cumyl Bromodifluoromethanesulfenate: Application to the Radiosynthesis of [18F]ArylSCF3
Wu, J.; Zhao, Q.-C.; Wilson, T. C.; Verhoog, S.; Lu, L.; Gouverneur, V.; Shen, Q.Angew. Chem. Int. Ed.2019,58, 2413
71.Facilitating the Transmetalation Step with Aryl-Zincates in Nickel-Catalyzed Enantioselective Arylation of Secondary Benzylic Halides
Huang. W.-C.; Hu, M.; Leng, X.-B.; Shen, Q.Nat. Commun.2019,10: 2963, doi: 10.1038/s41467-019-10851-4
70.Trifluoromethyl-substituted selenium ylide: a broadly applicable electrophilic trifluoromethylating reagent
Ge, H.-M.; Shen, Q.Org. Chem. Front.2019,6,2205
69.[Ag(bpy)(PPhtBu2)(OCF3)]: a stable nucleophilic reagent for chemoselective and stereospecific trifluoromethoxylation of secondary alkyl nosylates
Chen, D.-Q.; Lu, L.; Shen, Q.Org. Chem. Front.2019,6,1801
68.Bistrifluoromethylated Organocuprate [Ph4P]+[Cu(CF3)2]-: Synthesis, Characterization and Its Application for Trifluoromethylation of Activated Heteroaryl Bromides, Chlorides and Iodides
Liu, H.; Shen, Q.Org. Chem. Front.2019,10, 2324
67.Cobalt-Catalyzed Cross-Coupling of Lithium (Hetero)Aryl Zinates with Heteroaryl Chlorides and Bromides
Liu, S.-S.; Huang, W.-C.; Wang, D.-C.; Wei, P.; Shen, Q.Org. Chem. Front.2019,10,2630
66.2-[(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)thio]-2,2-difluoroacetate
Shen, Q.eEROS2019,accepted.
65.Copper-Catalyzed Carbene Insertion into the Sulfur–Sulfur Bond of RS–SCF2H/SCF3under Mild Conditions
Hong. X.; Lu, L.; Shen, Q.Synlett2019,30, 1602.
64.The Difluoromethylated Organogold(III) complescis-[Au(PCy3)(4-F-C6H4)(CF2H)(Cl)]: Preparation, Characterization, and Its C(sp2)-CF2H Reductive Elimination
Liu, S.-S.; Kang, K.; Liu, S.-H.; Wang, D.-C.; Wei, P.; Lan, Y.; Shen, Q.Organometallics,2018,37, 3901
63.Carbon-Selective Difluoromethylation of Soft Carbon Nucleophiles with Difluoromethylated Sulfonium Ylide
Zhu, J.-S.; Zheng, H.-L.; Xue, X.-S.; Xiao, Y.-S.; Liu, Y.-F.; Shen, Q.Chin. J. Chem.2018,36, 1069
62.Pd-Catalyzed Difluoromethylthiolation of Aryl Chlorides, Bromides and Triflates
Wu, J.; Lu, C.-H.; Lu, L. Shen, Q.Chin. J. Chem.2018,36, 1031
61.Radical fluoroalkylthiolation of aldehydes with PhSO2SRf(Rf= CF3, C2F5, CF2H or CH2F): a general protocol for the preparation of fluoroalkylthioesters
Xu, B.; Li, D.-Z.; Lu, L.; Wang, D.-C.; Hu, Y.-H.; Shen, Q.Org. Chem. Front.2018,5, 2163
60.Silver-catalyzed ring-opening difluoromethylthiolation/trifluoromethylthiolation of cycloalkanols with PhSO2SCF2H or PhSO2SCF3
Xu, B.; Wang, D.-C.; Hu, Y.-H.; Shen, Q.Org. Chem. Front.2018,5, 1462
59.Palladium-Catalyzed Difluoromethylation of Aryl Chlorides and Triflates and Its Applications in the Preparation of Difluoromethylated Derivatives of Drug/Agrochemical Molecules
Lu, C.-H.; Lu, H.; Wu, J.; Shen, H. C.; Hu, T.-S.; Gu, Y.-C.; Shen, Q.J. Org. Chem.2018,83, 1077
58.Ligand‐Controlled Copper‐Catalyzed Highly Regioselective Difluoro‐methylation of Allylic Chlorides/Bromides and Propargyl Bromides
Gu, Y.; Lu, C.-H.; Gu, Y.-C.; Shen, Q.Chin. J. Chem.2018,36, 55
57.Monofluoromethyl-Substituted Sulfonium Ylides: Electrophilic Monofluoromethylating
Reagents with Broad Substrate Scopes
Liu, Y.-F.; Lu, L.; Shen, Q.Angew. Chem. Int. Ed.2017,56, 9930
56.Direct Monofluoromethylthiolation with S-(Fluoromethyl) Benzenesulfonothioate
Zhao, Q.-C.; Lu, L.; Shen, Q.Angew. Chem. Int. Ed.2017,56, 11575
55.Enantioselective Construction of Trifluoromethoxylated Stereogenic Centers by a Nickel
Catalyzed Asymmetric Suzuki–Miyaura Coupling of Secondary Benzyl Bromides
Huang, W.-C.; Wan, X.-L.; Shen, Q.Angew. Chem. Int. Ed.2017,56, 11986
54.Palladium-catalyzed difluoromethylation of heteroaryl chlorides, bromides and iodides
Lu, C.-H.; Gu, Y.; Wu, J.; Gu, Y.-C.; Shen, Q.Chem. Sci.2017,8, 4848
53.[[(Ethoxycarbonyl)difluoromethyl]thio]phthalimide: A Shelf-Stable, Electrophilic
Reagent with a Convertible Group for the Synthesis of Diversified Fluoroalkylthiolated
Compounds
Shen, F.; Zhang, P.-P.; Lu, L.; Shen, Q.Org. Lett.2017,19, 1032
52.(1S)-(−)-N-Trifluoromethylthio-2,10- camphorsultam and its derivatives: easily available,
optically pure reagents for asymmetric trifluoromethylthiolation
Zhang, H.; Leng, X.-B.; Wang, X.-L.; Shen, Q.Org. Chem. Front.2017,4, 1051
51.C(sp2)−C(sp2) Reductive Elimination from Well-Defined Diarylgold(III) Complexes
Kang, K.; Liu, S.-S.; Xu, T.; Wang, D.-C.; Leng, X.-B.; Bai, R.-P.; Lan, Y.; Shen, Q.
Orgometallics2017,36, 4727
50.直接三氟甲硫基化试剂及方法的研究进展
Zhang, P.-P.; Lu, L.; Shen, Q.Acta Chim. Sinica2017,75, 744
49.Preparation ofN-Trifluoromethylthiosaccharin: A Shelf- Stable Electrophilic Reagent for
Trifluoromethylthiolation
Zhu, J.-S.; Xu, C.-H.; Xu, C.-F. Shen, Q.Org. Synth.2017,94, 217
48.Direct of Difluoromethylation of Alcohols with an Electrophilic Difluoromethylated Sulfonium
Ylide
Zhu, J.-S.; Liu, Y.-F.; Shen, Q.Angew. Chem.Int. Ed.2016,55, 9050.
47.PhSO2SCF2H: A Shelf-Stable, Easily Scalable Reagent for Radical Difluoromethylthiolation
Zhu, D.-H.; Shao, X.-X.; Hong, X.; Lu, L.; Shen, Q.Angew. Chem.Int. Ed.2016,55, 15807.
46.Palladium-catalyzed difluoromethylthiolation of heteroaryl bromides, iodides, triflates and aryl
iodides
Wu, J.; Liu, Y.-F.; Lu, C.-H.; Shen, Q.Chem. Sci.2016,7, 3757.
45.N‑Trifluoromethylthio-dibenzenesulfonimide: A Shelf-Stable, Broadly Applicable
Electrophilic Trifluoromethylthiolating Reagent
Zhang, P. P.; Li, M.; Xue, X.-S.; Xu, C.-F.; Zhao, Q.-C.; Liu, Y.-F.; Wang, H.-Y.; Guo, Y.-L.;
Lu, L.; Shen, Q.J. Org. Chem.2016,81, 7486.
44.Nucleophilic Trifluoromethylthiolation of Alkyl Chlorides, Bromides and Tosylates
Xu, C.-F.; Chen, Q.-Y.; Shen, Q.Chin. J. Chem.2016,34, 495.
43.Pentafluoroethylbenziodoxole (BIX-C2F5): A Shelf-Stable Reagent for Pentafluoroethylation of
β-Ketoesters and Arylboronic Acids
Zhu, J.-S.; Li, Y.-G.; Ni, C.-F.; Shen, Q.Chin. J. Chem.2016,34, 662.
42.Shelf-Stable Electrophilic Reagents for Trifluoromethylthiolation
Shao, X.-X.; Xu, C.-F.; Lu, L.; Shen, Q.Acc. Chem. Res.2015,48, 1227.
41.Copper-Promoted Sandmeyer Difluoromethylthiolation of Aryl and Heteroaryl Diazonium Salts
Wu, J.; Gu, Y.; Leng, X.-B.; Shen, Q.Angew. Chem.Int. Ed.2015,54, 7648.
40.N-Difluoromethylthiophthalimide: A Shelf-Stable Electrophilic Regent for Difluoromethyl- thiolation
Zhu, D.-H.; Gu, Y.; Lu, L.; Shen, Q.J. Am. Chem. Soc.2015,137, 10547.
39.Lewis Acid Mediated Trifluoromethylthio Lactonization/Lactamization
Xu, C.-F.; Shen, Q.Org. Lett.2015,17, 4561
38.Trifluoromethyl-Substituted Sulfonium Ylide: Rh-Catalyzed Carbenoid Addition to Trifluoro- methylthioether
Liu, Y.-F.; Shao, X.-X.; Lu, L.; Shen, Q.Org. Lett.2015,17, 2752
37.Pd-Catalyzed difluoromethylation of Vinyl Bromides, Tosylates and Nonaflates
Chang, D.-L.; Gu, Y.; Shen, Q.Chem.Eur. J.2015,21, 6074.
36.Iron-Catalyzed Markovnikov-Selective Hydrotrifluoromethylthiolation of Unacti-vated Alkenes
Yang, T.; Lu, L.; Shen, Q.Chem.Commun.2015,51, 5479.
35.Structure-Reactivity Relationship of Trifluoromethanesulfenates: Discovery of an Electrophilic Trifluoromethylthiolating Reagent
Shao, X.-X.; Xu, C.-F.; Lu, L.; Shen, Q.J. Org. Chem.2015,80, 3012.
34.Well-Defined, Shelf-Stable (NHC)Ag(CF2H) Complexes for Difluoromethylation
Gu, Y.; Chang, D.-L.; Leng, X.-B.; Gu, Y.-C.; Shen, Q.Organometallics2015,34, 3065
33.BrØnsted acid-catalyzed electrophilic trifluoromethylthiolation of indoles using thermally stable trifluoromethylthiolating reagent
Ma, B.-Q.; Shao, X.-X.; Shen, Q.J. Fluorine Chem.2015,171, 73.
32.Cooperative Dual Palladium/Silver Catalyst for Direct Difluoromethylation of aryl Bromides and Iod-ides
Gu, Y.; Leng, X.-B.; Shen, Q.Nat. Commun.2014,5, 5405
31.Silver-Catalyzed Decarboxylative Trifluoromethylthiolation of Aliphatic Carboxylic Acids in Aqueous Emulsion
Hu, F.; Shao, X.-X.; Zu, D.-H.; Lu, L.; Shen, Q.Angew. Chem. Int. Ed.2014,53, 6105
30.N-Trifluoromethylthiosaccharin: An Easily Accessible, Shelf-Stable, Broadly Applicable Trifluoro- methylthiolating Reagent
Xu, C.-F.; Ma, B.-Q.; Shen, Q.Angew. Chem. Int. Ed.2014,53, 9316
29.Palladium-Catalyzed Trifluoromethylthiolation of Aryl C−H Bonds
Xu, C.-F.; Shen, Q.Org. Lett.2014,16, 2046
28.Nickel-Catalyzed α-Arylation of Zinc Enolates with Polyfluoroarenes via C–F Bond Activation under Neutral Conditions
Yu, D.-H.; Wang, C.-S.; Yao, C.; Shen, Q.; Lu, L.Org. Lett.2014,16, 5544.
27.Copper-Catalyzed Trifluoromethylthiolation of Primary and Secondary Alkylboronic Acids
Shao, X.-X.; Liu, T.-F.; Lu, L.; Shen, Q.Org. Lett.2014,16, 4738
26.Copper-catalyzed Trifluoromethylthiolation of Aryl and Vinyl Boronic Acids with a Shelf-Stable Electrophilic Trifluoromethylthiolating Reagent
Kang, K.; Xu, C.-F.; Shen, Q.Org. Chem. Front.2014,1, 294
25.Chincona Alkaloid-Catalyzed Enantioselective Trifluoromethylthiolation of Oxindoles
Yang, T.; Shen, Q.; Lu, L.Chin. J. Chem.2014,32, 678
24.An Electrophilic Hypervalent Iodine Reagent for Trifluoromethylthiolation
Shao, X.-X.; Wang, X.-Q.; Yang, T.; Long Lu, L. Shen, Q.Angew. Chem. Int. Ed.2013,52, 3457
23.Enantioselective Electrophilic Trifluoromethylthiolation of b-Ketoesters: A Case of Reactivity and Selectivity Bias for Organocatalysis
Wang, X.-Q.; Yang, T.; Cheng, X.-L.; Shen, Q.Angew. Chem. Int. Ed.2013,52, 12860
22.Palladium-Catalyzed Coupling of Polyfluorinated Arenes with Heteroarenes via C-F/C-H Activation
Yu, D.-H.; Lu, L.; Shen, Q.Org. Lett.2013,15, 940
21.Enantioselective Organocatalytic Michael Addition of Nitroalkanes and Other Nucleophiles to β‑Trifluoromethylated Acrylamides
Wen, L.-L.; Yin, L.; Shen, Q.; Lu, L.ACS Catal.2013,3, 502
20.Palladium-Catalyzed Cross-Coupling of Fluorinated Vinyl Chlorides with Terminal Alkynes: A General Protocol to Fluorinated Enynes
Chen, S.; Xu, C.-F.; Lu, L.; Shen, Q.Chin. J. Chem.2013,31, 901
19.A General and Highly Selective Method for the Asymmetric Synthesis of Trifluoromethyl-Substitutedα- andβ-Aminophosphonates
Wang, L.-J.; Shen, Q.; Lu, L.Chin. J. Chem.2013,31, 892.
18.Highly Selective Trifluoromethylation of 1,3-Disubstituted Arenes through Iridium-Catalyzed Arene Borylation
Liu, T.-F.; Shao, X.-X.; Wu, Y.-M.; Shen, Q.Angew. Chem. Int. Ed.2012,51, 540.
17.Copper-Mediated Aerobic Fluoroalkylation of Arylboronic Acids with Fluoroalkyl Iodides at Room Temperature
Qi, Q.-Q.; Shen, Q.; Lu, L.J. Am. Chem. Soc.2012,134, 6548.
16.Bis(perfluoroalkyl) Phosphino-Oxazoline: A Modular, Stable, Strongly π‑Accepting Ligand for Asymmetric Catalysis
Hu, Z.-J.; Li, Y.-G.; Liu, K.; Shen, Q.J. Org. Chem.2012,77, 7957
15.Selective Palladium-Catalyzed C−F Activation Carbon−Carbon Bond Formation of Polyfluoro- aryl Oxazolines
Yu, D.-H.; Shen, Q.; Lu, L.J. Org. Chem.2012,77,1798
14.Preparation of Trifluorostyrenes via Palladium-Catalyzed Coupling of Aryl Boronic Acids with Chloro- and Bromo-Trifluoroethylene
Xu, X.-F.; Chen, S.; Lu, L.; Shen, Q.J. Org. Chem.2012,77, 10314
13.Highly Selective Activation of Vinyl C-S Bond over Aryl C-S Bond in Pd-Catalyzed Coupling of Trifluoromethyl-ated Vinyl Diphenyl Sulfonium Salts. A General Protocol to Trifluoromethylated Alkenes and Dienes
Lin, H.; Dong, X.-C.; Li, Y.-X.; Shen, Q.; Lu, L.Eur. J. Org. Chem.2012, 4675
12.Progresses in Copper-mediated Formation of Trifluoromethylated Arene
Liu, T.-F.; Shen, Q.Eur. J. Org. Chem.2012,6679
11.General and highly efficient fluorinated-N-heterocyclic carbene-based catalysts for the palladium-catalyzed Suzuki-Miyaura reaction
Liu, T.-P.; Zhao, X.-M.; Shen, Q.; Lu, L.Tetrahedron2012,68, 6535
10.Polyfluoroalkylation of 2-Aminothiazoles
Qi, Q.-Q.; Shen, Q.; Lu, L.J. Fluorine Chem.2012,133, 115
9.A Facile Synthetic Route to 2-Trifluromethyl-Substituted Polyfunctionalized Chromenes and Chromones
Wen, L.-L.; Zhang, H.-H.; Lin, L.; Shen, Q.; Lu, L.J. Fluorine Chem.2012,133, 177
8.Transition metal-catalyzed arene trifluoromethylation
Lv, C.-P.; Shen, Q.; Liu, D.Youji Huaxue2012,32, 1380
7.General and highly efficient fluorinated-N-heterocyclic carbene-based catalysts for the palladium
-catalyzed Suzuki-Miyaura reaction
Liu, T.-P.; Zhao, X.-M.; Shen, Q.; Lu, L.Tetrahedron2012,68, 6535
6.Copper-Catalyzed Trifluoromethylation of Aryl and Vinyl Boronic Acids with An Electrophilic Trifluoromethylating Reagent
Liu, T.; Shen, Q.Org. Lett.2011,13, 2342
5.(β-Trifluoromethyl)Vinyl Sulfonium Salts: Preparation and Reactions with Active Methylene
and Methenyl Compounds
Lin, H.; Shen, Q.; Lu, L.J. Org. Chem.2011,76,7359
4.Enantioselective Friedel-Crafts Alkylation of Indoles with Trifluoroethylidene Malonates
by Copper-Bis(Oxazoline) Complexes: Construction of Trifluoromethyl-Substituted Stereogenic Tertiary Carbon Center
Wen, L.; Shen, Q.; Wan, X.; Lu, L.J. Org. Chem.2011,76, 2282
3.Highly Diastereoselective Synthesis of Optically Pure Trifluoromethyl-Substituted Imidazolidine, Oxazolidine and Thiazolidine
Zhang, H.; Shen, Q.; Lu, L.Tetrahedron Lett.2011,52, 349
2.The Recent Development of Organofluorine Chemistry in China: Asymmetric Construction of
Stereogenic Trifluoromethyl-Substituted Carbon Center
Wen, L.; Shen, Q.; Lu, L.Chimia2011,65, 894
1.Polyfluoroalkylation of 2-Aminothiazoles: Unexpected sp3 C-Cl Substitution Under Mild Conditions
Qi, Q.; Shen, Q.; Lu, L.Chinese J. Chem.2011,29, 2681
奖励
·2019, Bayer Investigator Award
·2018, The Roche Chinese Investigator Award
·2015, Asia Core Program Lectureship Award
·2013, Thieme Chemistry Journal Award
研究领域
一、亲电氟烷基试剂的创制及反应研究
新的氟化/氟烷基化试剂开发是有机氟化学研究中永恒的主题,它为化学合成中氟原子及含氟基团的引入提供了有效的手段。发展条件温和、环境友好、使用方便的氟化/氟烷基化试剂是目前氟化学研究的新趋势。沈其龙课题组自2010年起一直致力于发展高效的亲电氟烷基化试剂。
1.在发展具有原创性的新型亲电氟烷硫基氟烷基试剂开展了系统研究,发展了两类共3个亲电三氟甲硫基试剂,其中包括结构独特的三氟甲基次磺酸酯试剂以及目前活性最高的商品化亲电三氟甲硫基糖精试剂,这两个试剂分别被国内外同行称为“吕-沈试剂”(Lu-Shen reagent)与“沈试剂” (Shen Reagent),发展了首例光学活性亲电三氟甲硫基化试剂,发展了可应用于高效合成[18F]标记的三氟甲硫基化芳烃的亲电溴二氟甲硫基化试剂,解决了温和条件下小分子引入三氟甲硫基的难题;发展了首例亲电二氟甲硫基试剂及首例自由基类型二氟甲硫基试剂,为向有机小分子高效引入二氟甲硫基化提供了新方案;发展了首例自由基类型一氟甲硫基试剂。基于该课题组所发展的一系列亲电氟烷硫基化试剂成立了深圳邦奇氟医学材料有限公司。
2.发展了一类基于结构全新的硫/硒叶立德骨架的亲电三氟甲基、二氟甲基和一氟甲基化试剂,其中三氟甲基取代的硒叶立德与目前已知的亲电三氟甲基化试剂活性相当,二氟甲基及一氟甲基取代的硫叶立德试剂是目前活性最高的亲电二氟甲基/一氟甲基化试剂。
二、金属有机氟化学研究
1.铜介导/催化芳基三氟甲基化反应中的关键中间体三价铜络合物的合成及其还原消除反应研究。铜介导芳基卤化物的三氟甲基化反应自1965年McLoughlin and Thrower首次报道以来,已发展成为合成三氟甲基取代的芳烃与杂芳烃的主要方法。对于该反应的机理,一般认为是通过一个三价铜中间体[Ar-CuIII-CF3]发生还原消除而得。另外一类三氟甲基取代的芳基化合物的合成方法是在铜催化下,芳基硼酸和亲核或亲电三氟甲基试剂的反应。机理上,也认为是生成芳基三价铜物种[Ar-CuIII-CF3],随后发生还原消除,得到最终三氟甲基化产物。然而,上述两类反应中的关键中间体[Ar-CuIII-CF3]从未被检测或分离鉴定。我们成功地首次分离了芳基与三氟甲基配位的三价铜络合物nBu4N+[Cu(Ar)(CF3)3],并通过核磁及对其单晶的X-射线衍射对该结构做了表征。该络合物在室温下稳定,在加热条件下以几乎定量的产率发生还原消除得到三氟甲基取代的芳烃。通过对该还原消除的动力学、溶剂效应及自由基捕获基/单电子转移抑制剂的影响,以及DFT理论计算,我们得出结论三价铜络合物nBu4N+[Cu(Ar)(CF3)3]上的还原消除反应是一个协同成键过程 (Angew. Chem. Int. Ed.2019,58, 8510)。利用该还原消除反应过程中生成的一价铜络合物nBu4N+[Cu(CF3)2],该课题组发现该络合物是一个高效的三氟甲基化试剂,可以在CuI作用下与一系列富电子芳基碘化物、活化的杂环溴化物及氯化物反应,以中等产率得到响应的三氟甲基化产物 (Org. Chem. Front.2019,10, 2324)。
2.钯/银协同催化溴/碘代芳烃的二氟甲基化反应。在氟烷基官能团中,二氟甲基性质独特,由于其与羟基及氨基在酸碱性和电性上相似,容易产生分子内以及分子间的氢键等次级相互作用,增强药物分子与酶之间的结合能力,因此药物化学家在设计药物分子结构时通常把二氟甲基当作是羟基及氨基的生物电子等排体。而如何在发展温和条件下向小分子引入二氟甲基是有机氟化学领域研究的难点。本课题组大胆地提出了一个双金属协同催化二氟甲基化的新策略。研究发现,钯催化的卤代芳烃的二氟甲基化反应的难点是把二氟甲基从TMSCF2H转移到金属钯中间体上,我们巧妙了设计了一个稳定的二氟甲基银试剂,该试剂在溶液里可以高效的实现二氟甲基的转金属,得到关键[(DPPF)Pd(Ar)(CF2H)]中间体,从这个关键中间体还原消除就得到二氟甲基取代的芳烃。在理解这个协同催化反应的基元反应的基础上,首次实现了溴代芳烃的二氟甲基化(Nat. Commun.2014, 5, 5405)。