$\require{mediawiki-texvc}$

연합인증

연합인증 가입 기관의 연구자들은 소속기관의 인증정보(ID와 암호)를 이용해 다른 대학, 연구기관, 서비스 공급자의 다양한 온라인 자원과 연구 데이터를 이용할 수 있습니다.

이는 여행자가 자국에서 발행 받은 여권으로 세계 각국을 자유롭게 여행할 수 있는 것과 같습니다.

연합인증으로 이용이 가능한 서비스는 NTIS, DataON, Edison, Kafe, Webinar 등이 있습니다.

한번의 인증절차만으로 연합인증 가입 서비스에 추가 로그인 없이 이용이 가능합니다.

다만, 연합인증을 위해서는 최초 1회만 인증 절차가 필요합니다. (회원이 아닐 경우 회원 가입이 필요합니다.)

연합인증 절차는 다음과 같습니다.

최초이용시에는
ScienceON에 로그인 → 연합인증 서비스 접속 → 로그인 (본인 확인 또는 회원가입) → 서비스 이용

그 이후에는
ScienceON 로그인 → 연합인증 서비스 접속 → 서비스 이용

연합인증을 활용하시면 KISTI가 제공하는 다양한 서비스를 편리하게 이용하실 수 있습니다.

[해외논문] Site-Selective Direct C-H Pyridylation of Unactivated Alkanes by Triplet Excited Anthraquinone

Journal of the American Chemical Society, v.143 no.7, 2021년, pp.3003 - 3012  

Lee, Wooseok (Department of Chemistry , Korea Advanced Institute of Science and Technology (KAIST) , Daejeon 34141 , Korea) ,  Jung, Sungwoo (Department of Chemistry , Korea Advanced Institute of Science and Technology (KAIST) , Daejeon 34141 , Korea) ,  Kim, Minseok (Department of Chemistry , Korea Advanced Institute of Science and Technology (KAIST) , Daejeon 34141 , Korea) ,  Hong, Sungwoo

Abstract AI-Helper 아이콘AI-Helper

Site-selective C-H functionalization in chemical feedstocks is a challenging and useful reaction in the broad field of chemical research. Here, we report a modular photochemical platform for the site-selective C-H pyridylation of unactivated hydrocarbons via the unique synergistic effects of triplet...

참고문헌 (85)

  1. Tran, Ba L., Li, Bijie, Driess, Matthias, Hartwig, John F.. Copper-Catalyzed Intermolecular Amidation and Imidation of Unactivated Alkanes. Journal of the American Chemical Society, vol.136, no.6, 2555-2563.

  2. Cuthbertson, James D., MacMillan, David W. C.. The direct arylation of allylic sp 3 C–H bonds via organocatalysis and photoredox catalysis. Nature, vol.519, no.7541, 74-77.

  3. Sharma, Ankit, Hartwig, John F.. Metal-Catalyzed Azidation of Tertiary C–H Bonds Suitable for Late-Stage Functionalization. Nature, vol.517, no.7536, 600-604.

  4. Cook, Amanda K., Schimler, Sydonie D., Matzger, Adam J., Sanford, Melanie S.. Catalyst-controlled selectivity in the C–H borylation of methane and ethane. Science, vol.351, no.6280, 1421-1424.

  5. Tang, Shan, Wang, Pan, Li, Haoran, Lei, Aiwen. Multimetallic catalysed radical oxidative C(sp 3 )–H/C(sp)–H cross-coupling between unactivated alkanes and terminal alkynes. Nature communications, vol.7, 11676-.

  6. Hu, Anhua, Guo, Jing-Jing, Pan, Hui, Zuo, Zhiwei. Selective functionalization of methane, ethane, and higher alkanes by cerium photocatalysis. Science, vol.361, no.6403, 668-672.

  7. Margrey, Kaila A., Czaplyski, William L., Nicewicz, David A., Alexanian, Erik J.. A General Strategy for Aliphatic C-H Functionalization Enabled by Organic Photoredox Catalysis. Journal of the American Chemical Society, vol.140, no.12, 4213-4217.

  8. Chu, John C. K., Rovis, Tomislav. Complementary Strategies for Directed C(sp3)−H Functionalization: A Comparison of Transition‐Metal‐Catalyzed Activation, Hydrogen Atom Transfer, and Carbene/Nitrene Transfer. Angewandte Chemie. international edition, vol.57, no.1, 62-101.

  9. Michaudel, Quentin, Thevenet, Damien, Baran, Phil S.. Intermolecular Ritter-TypeC–H Amination ofUnactivated sp3 Carbons. Journal of the American Chemical Society, vol.134, no.5, 2547-2550.

  10. Bergman, Robert G.. Organometallic chemistry: C–H activation. Nature, vol.446, no.7134, 391-393.

  11. Chen, Xiao, Engle, Keary M., Wang, Dong-Hui, Yu, Jin-Quan. Palladium(II)-Catalyzed C&n.bond;H Activation/C&n.bond;C Cross-Coupling Reactions: Versatility and Practicality. Angewandte Chemie. international edition, vol.48, no.28, 5094-5115.

  12. Waele, Vincent De, Poizat, Olivier, Fagnoni, Maurizio, Bagno, Alessandro, Ravelli, Davide. Unraveling the Key Features of the Reactive State of Decatungstate Anion in Hydrogen Atom Transfer (HAT) Photocatalysis. ACS catalysis, vol.6, no.10, 7174-7182.

  13. Stateman, Leah, Nakafuku, Kohki, Nagib, David. Remote C-H Functionalization via Selective Hydrogen Atom Transfer. Synthesis : journal of synthetic organic chemistry, vol.50, no.8, 1569-1586.

  14. Nechab, Malek, Mondal, Shovan, Bertrand, Michèle P.. 1,n‐Hydrogen‐Atom Transfer (HAT) Reactions in Which n≠5: An Updated Inventory. Chemistry : a European journal, vol.20, no.49, 16034-16059.

  15. Sarkar, Sumon, Cheung, Kelvin Pak Shing, Gevorgyan, Vladimir. C–H functionalization reactions enabled by hydrogen atom transfer to carbon-centered radicals. Chemical science, vol.11, no.48, 12974-12993.

  16. Giri, Ramesh, Shi, Bing-Feng, Engle, Keary M., Maugel, Nathan, Yu, Jin-Quan. Transition metal-catalyzed C–H activation reactions: diastereoselectivity and enantioselectivity. Chemical Society reviews, vol.38, no.11, 3242-3272.

  17. Lyons, Thomas W., Sanford, Melanie S.. Palladium-Catalyzed Ligand-Directed C−H Functionalization Reactions. Chemical reviews, vol.110, no.2, 1147-1169.

  18. Rouquet, Guy, Chatani, Naoto. Catalytic Functionalization of C(sp2)H and C(sp3)H Bonds by Using Bidentate Directing Groups. Angewandte Chemie. international edition, vol.52, no.45, 11726-11743.

  19. Capaldo, Luca, Ravelli, Davide. Hydrogen Atom Transfer (HAT): A Versatile Strategy for Substrate Activation in Photocatalyzed Organic Synthesis. European journal of organic chemistry, vol.2017, no.15, 2056-2071.

  20. Le, Chip, Liang, Yufan, Evans, Ryan W., Li, Ximing, MacMillan, David W. C.. Selective sp3 C–H alkylation via polarity-match-based cross-coupling. Nature, vol.547, no.7661, 79-83.

  21. An, Qing, Wang, Ziyu, Chen, Yuegang, Wang, Xin, Zhang, Kaining, Pan, Hui, Liu, Weimin, Zuo, Zhiwei. Cerium-Catalyzed C-H Functionalizations of Alkanes Utilizing Alcohols as Hydrogen Atom Transfer Agents. Journal of the American Chemical Society, vol.142, no.13, 6216-6226.

  22. Capaldo, Luca, Quadri, Lorenzo Lafayette, Ravelli, Davide. Photocatalytic hydrogen atom transfer: the philosopher's stone for late-stage functionalization?. Green chemistry : an international journal and green chemistry resource : GC, vol.22, no.11, 3376-3396.

  23. Dai, Zhen-Yao, Nong, Zhong-Sheng, Wang, Pu-Sheng. Light-Mediated Asymmetric Aliphatic C-H Alkylation with Hydrogen Atom Transfer Catalyst and Chiral Phosphoric Acid. ACS catalysis, vol.10, 4786-4790.

  24. Ghorbani, Fereshte, Harry, Stefan Andrew, Capilato, Joseph N., Pitts, Cody Ross, Joram, Jacob, Peters, Garvin N., Tovar, John D., Smajlagic, Ivor, Siegler, Maxime A., Dudding, Travis, Lectka, Thomas. Carbonyl-Directed Aliphatic Fluorination: A Special Type of Hydrogen Atom Transfer Beats Out Norrish II. Journal of the American Chemical Society, vol.142, no.34, 14710-14724.

  25. Kawasaki, Tairin, Ishida, Naoki, Murakami, Masahiro. Dehydrogenative Coupling of Benzylic and Aldehydic C-H Bonds. Journal of the American Chemical Society, vol.142, no.7, 3366-3370.

  26. Laudadio, Gabriele, Deng, Yuchao, van der Wal, Klaas, Ravelli, Davide, Nuño, Manuel, Fagnoni, Maurizio, Guthrie, Duncan, Sun, Yuhan, Noe¨l, Timothy. C(sp3)–H functionalizations of light hydrocarbons using decatungstate photocatalysis in flow. Science, vol.369, no.6499, 92-96.

  27. Sarver, Patrick J., Bacauanu, Vlad, Schultz, Danielle M., DiRocco, Daniel A., Lam, Yu-hong, Sherer, Edward C., MacMillan, David W. C.. The merger of decatungstate and copper catalysis to enable aliphatic C(sp3)-H trifluoromethylation. Nature chemistry, vol.12, no.5, 459-467.

  28. Zheng, Yi-Wen, Narobe, Rok, Donabauer, Karsten, Yakubov, Shahboz, König, Burkhard. Copper(II)-Photocatalyzed N-H Alkylation with Alkanes. ACS catalysis, vol.10, 8582-8589.

  29. Morton, Carla M., Zhu, Qilei, Ripberger, Hunter, Troian-Gautier, Ludovic, Toa, Zi S. D., Knowles, Robert R., Alexanian, Erik J.. C-H Alkylation via Multisite-Proton-Coupled Electron Transfer of an Aliphatic C-H Bond. Journal of the American Chemical Society, vol.141, no.33, 13253-13260.

  30. Ueda, Mitsuhiro, Maeda, Ayami, Hamaoka, Kanako, Sasano, Mika, Fukuyama, Takahide, Ryu, Ilhyong. Bromine-Radical-Mediated Site-Selective Allylation of C(sp3)-H Bonds. Synthesis : journal of synthetic organic chemistry, vol.51, no.5, 1171-1177.

  31. Antonchick, Andrey P., Burgmann, Lars. Direct Selective Oxidative Cross‐Coupling of Simple Alkanes with Heteroarenes. Angewandte Chemie. international edition, vol.52, no.11, 3267-3271.

  32. Mukherjee, Satobhisha, Maji, Biplab, Tlahuext-Aca, Adrian, Glorius, Frank. Visible-Light-Promoted Activation of Unactivated C(sp3)–H Bonds and Their Selective Trifluoromethylthiolation. Journal of the American Chemical Society, vol.138, no.50, 16200-16203.

  33. Liao, Kuangbiao, Pickel, Thomas C., Boyarskikh, Vyacheslav, Bacsa, John, Musaev, Djamaladdin G., Davies, Huw M. L.. Site-selective and stereoselective functionalization of non-activated tertiary C–H bonds. Nature, vol.551, no.7682, 609-613.

  34. Ravelli, Davide, Fagnoni, Maurizio, Fukuyama, Takahide, Nishikawa, Tomohiro, Ryu, Ilhyong. Site-Selective C–H Functionalization by Decatungstate Anion Photocatalysis: Synergistic Control by Polar and Steric Effects Expands the Reaction Scope. ACS catalysis, vol.8, no.1, 701-713.

  35. Li, Guo-Xing, Hu, Xiafei, He, Gang, Chen, Gong. Photoredox-Mediated Minisci-type Alkylation of N-Heteroarenes with Alkanes with High Methylene Selectivity. ACS catalysis, vol.8, no.12, 11847-11853.

  36. Yang, Hai-Bin, Feceu, Abigail, Martin, David B. C.. Catalyst-Controlled C-H Functionalization of Adamantanes Using Selective H-Atom Transfer. ACS catalysis, vol.9, no.6, 5708-5715.

  37. Cao, Hui, Kuang, Yulong, Shi, Xiangcheng, Wong, Koi Lin, Tan, Boon Beng, Kwan, Jeric Mun Chung, Liu, Xiaogang, Wu, Jie. Photoinduced site-selective alkenylation of alkanes and aldehydes with aryl alkenes. Nature communications, vol.11, no.1, 1956-.

  38. Jia, Penghao, Li, Qingyao, Poh, Wei Chuen, Jiang, Heming, Liu, Haiwang, Deng, Hongping, Wu, Jie. Light-Promoted Bromine-Radical-Mediated Selective Alkylation and Amination of Unactivated C(sp3)-H Bonds. Chem, vol.6, no.7, 1766-1776.

  39. Shu, Chao, Noble, Adam, Aggarwal, Varinder K.. Metal-free photoinduced C(sp3)-H borylation of alkanes. Nature, vol.586, no.7831, 714-719.

  40. Weigel, William K., Dang, Hoang T., YangCurrent address: School of Chemical Engineering and Light Industry, Guangdong University of Technology, Guangzhou 510006, People's Republic of China., Hai-Bin, Martin, David B. C.. Synthesis of amino-diamondoid pharmacophores via photocatalytic C-H aminoalkylation. Chemical communications : Chem comm, vol.56, no.67, 9699-9702.

  41. Kim, Inwon, Kang, Gyumin, Lee, Kangjae, Park, Bohyun, Kang, Dahye, Jung, Hoimin, He, Yu-Tao, Baik, Mu-Hyun, Hong, Sungwoo. Site-Selective Functionalization of Pyridinium Derivatives via Visible-Light-Driven Photocatalysis with Quinolinone. Journal of the American Chemical Society, vol.141, no.23, 9239-9248.

  42. Kim, Namhoon, Lee, Changseok, Kim, Taehwan, Hong, Sungwoo. Visible-Light-Induced Remote C(sp3)-H Pyridylation of Sulfonamides and Carboxamides. Organic letters, vol.21, no.23, 9719-9723.

  43. Moon, Yonghoon, Park, Bohyun, Kim, Inwon, Kang, Gyumin, Shin, Sanghoon, Kang, Dahye, Baik, Mu-Hyun, Hong, Sungwoo. Visible light induced alkene aminopyridylation using N-aminopyridinium salts as bifunctional reagents. Nature communications, vol.10, no.1, 4117-.

  44. Jeon, Jinwon, He, Yu‐Tao, Shin, Sanghoon, Hong, Sungwoo. Visible‐Light‐Induced ortho‐Selective Migration on Pyridyl Ring: Trifluoromethylative Pyridylation of Unactivated Alkenes. Angewandte Chemie. international edition, vol.59, no.1, 281-285.

  45. Jung, Sungwoo, Shin, Sanghoon, Park, Seongjin, Hong, Sungwoo. Visible-Light-Driven C4-Selective Alkylation of Pyridinium Derivatives with Alkyl Bromides. Journal of the American Chemical Society, vol.142, no.26, 11370-11375.

  46. Lee, Kangjae, Lee, Seojin, Kim, Namhoon, Kim, Seonyul, Hong, Sungwoo. Visible‐Light‐Enabled Trifluoromethylative Pyridylation of Alkenes from Pyridines and Triflic Anhydride. Angewandte Chemie. international edition, vol.59, no.32, 13379-13384.

  47. Mathi, Gangadhar Rao, Jeong, Yujin, Moon, Yonghoon, Hong, Sungwoo. Photochemical Carbopyridylation of Alkenes Using N‐Alkenoxypyridinium Salts as Bifunctional Reagents. Angewandte Chemie. international edition, vol.59, no.5, 2049-2054.

  48. Moon, Yonghoon, Lee, Wooseok, Hong, Sungwoo. Visible-Light-Enabled Ortho-Selective Aminopyridylation of Alkenes with N-Aminopyridinium Ylides. Journal of the American Chemical Society, vol.142, no.28, 12420-12429.

  49. Hoshikawa, Tamaki, Inoue, Masayuki. Photoinduced direct 4-pyridination of C(sp3)-H Bonds. Chemical science, vol.4, no.8, 3118-.

  50. Quattrini, Matteo C., Fujii, Saki, Yamada, Keiichi, Fukuyama, Takahide, Ravelli, Davide, Fagnoni, Maurizio, Ryu, Ilhyong. Versatile cross-dehydrogenative coupling of heteroaromatics and hydrogen donors via decatungstate photocatalysis. Chemical communications : Chem comm, vol.53, no.15, 2335-2338.

  51. Ikarashi, Gun, Morofuji, Tatsuya, Kano, Naokazu. Terminal-oxidant-free photocatalytic C-H alkylations of heteroarenes with alkylsilicates as alkyl radical precursors. Chemical communications : Chem comm, vol.56, no.69, 10006-10009.

  52. Rammal, Fatima, Gao, Di, Boujnah, Sondes, Gaumont, Annie−Claude, Hussein, Aqeel A., Lakhdar, Sami. Visible-Light-Mediated C-H Alkylation of Pyridine Derivatives. Organic letters, vol.22, no.19, 7671-7675.

  53. Rammal, Fatima, Gao, Di, Boujnah, Sondes, Hussein, Aqeel A., Lalevée, Jacques, Gaumont, Annie-Claude, Morlet-Savary, Fabrice, Lakhdar, Sami. Photochemical C-H Silylation and Hydroxymethylation of Pyridines and Related Structures: Synthetic Scope and Mechanisms. ACS catalysis, vol.10, 13710-13717.

  54. Shao, Xin, Wu, Xinxin, Wu, Shuo, Zhu, Chen. Metal-Free Radical-Mediated C(sp3)-H Heteroarylation of Alkanes. Organic letters, vol.22, no.19, 7450-7454.

  55. Tian, Haitao, Yang, Hui, Tian, Chao, An, Guanghui, Li, Guangming. Cross-Dehydrogenative Coupling of Strong C(sp3)-H with N-Heteroarenes through Visible-Light-Induced Energy Transfer. Organic letters, vol.22, no.19, 7709-7715.

  56. Xu, Pin, Chen, Peng‐Yu, Xu, Hai‐Chao. Scalable Photoelectrochemical Dehydrogenative Cross‐Coupling of Heteroarenes with Aliphatic C−H Bonds. Angewandte Chemie. international edition, vol.59, no.34, 14275-14280.

  57. Cervantes‐González, Javier, Vosburg, David A., Mora‐Rodriguez, Salma E., Vázquez, Miguel A., Zepeda, L. Gerardo, Villegas Gómez, Clarisa, Lagunas‐Rivera, Selene. Anthraquinones: Versatile Organic Photocatalysts. ChemCatChem, vol.12, no.15, 3811-3827.

  58. Wang, Lu, Wang, Ting, Cheng, Gui-Juan, Li, Xiaobao, Wei, Jun-Jie, Guo, Bin, Zheng, Caijuan, Chen, Guangying, Ran, Chongzhao, Zheng, Chao. Direct C-H Arylation of Aldehydes by Merging Photocatalyzed Hydrogen Atom Transfer with Palladium Catalysis. ACS catalysis, vol.10, 7543-7551.

  59. Carestia, Anthony M., Ravelli, Davide, Alexanian, Erik J.. Reagent-dictated site selectivity in intermolecular aliphatic C–H functionalizations using nitrogen-centered radicals. Chemical science, vol.9, no.24, 5360-5365.

  60. Tanaka, Hirotaka, Sakai, Kentaro, Kawamura, Atsushi, Oisaki, Kounosuke, Kanai, Motomu. Sulfonamides as new hydrogen atom transfer (HAT) catalysts for photoredox allylic and benzylic C-H arylations. Chemical communications : Chem comm, vol.54, no.26, 3215-3218.

  61. Ganley, Jacob M., Murray, Philip R. D., Knowles, Robert R.. Photocatalytic Generation of Aminium Radical Cations for C-N Bond Formation. ACS catalysis, vol.10, 11712-11738.

  62. Rössler, Simon L., Jelier, Benson J., Magnier, Emmanuel, Dagousset, Guillaume, Carreira, Erick M., Togni, Antonio. Pyridinium Salts as Redox‐Active Functional Group Transfer Reagents. Angewandte Chemie. international edition, vol.59, no.24, 9264-9280.

  63. Fan, Xuan‐Zi, Rong, Jia‐Wei, Wu, Hao‐Lin, Zhou, Quan, Deng, Hong‐Ping, Tan, Jin Da, Xue, Cheng‐Wen, Wu, Li‐Zhu, Tao, Hai‐Rong, Wu, Jie. Eosin Y as a Direct Hydrogen‐Atom Transfer Photocatalyst for the Functionalization of C−H Bonds. Angewandte Chemie. international edition, vol.57, no.28, 8514-8518.

  64. Srivastava, Vishal, Singh, Pravin K., Singh, Praveen P.. Photocatalysed eosin Y mediated C(sp3)-H alkylation of amine substrates via direct HAT. Tetrahedron letters: the international organ for the rapid publication of preliminary communications in organic chemistry, vol.60, no.19, 1333-1336.

  65. Yan, Jianming, Cheo, Han Wen, Teo, Wei Kiat, Shi, Xiangcheng, Wu, Hui, Idres, Shabana Binte, Deng, Lih-Wen, Wu, Jie. A Radical Smiles Rearrangement Promoted by Neutral Eosin Y as a Direct Hydrogen Atom Transfer Photocatalyst. Journal of the American Chemical Society, vol.142, no.26, 11357-11362.

  66. Perry, Ian B., Brewer, Thomas F., Sarver, Patrick J., Schultz, Danielle M., DiRocco, Daniel A., MacMillan, David W. C.. Direct Arylation of Strong Aliphatic C–H Bonds. Nature, vol.560, no.7716, 70-75.

  67. Xia, Ji-Bao, Zhu, Chen, Chen, Chuo. Visible Light-Promoted Metal-Free C–H Activation: Diarylketone-Catalyzed Selective Benzylic Mono- and Difluorination. Journal of the American Chemical Society, vol.135, no.46, 17494-17500.

  68. Xia, Ji-Bao, Zhu, Chen, Chen, Chuo. Visible light-promoted metal-free sp3-C–H fluorination. Chemical communications : Chem comm, vol.50, no.79, 11701-11704.

  69. Shen, Yangyang, Gu, Yiting, Martin, Ruben. sp3 C-H Arylation and Alkylation Enabled by the Synergy of Triplet Excited Ketones and Nickel Catalysts. Journal of the American Chemical Society, vol.140, no.38, 12200-12209.

  70. Li, Yanjun, Lei, Meng, Gong, Lei. Photocatalytic regio- and stereoselective C(sp3)-H functionalization of benzylic and allylic hydrocarbons as well as unactivated alkanes. Nature catalysis, vol.2, no.11, 1016-1026.

  71. Ishida, Naoki, Masuda, Yusuke, Imamura, Yuuya, Yamazaki, Katsushi, Murakami, Masahiro. Carboxylation of Benzylic and Aliphatic C-H Bonds with CO2 Induced by Light/Ketone/Nickel. Journal of the American Chemical Society, vol.141, no.50, 19611-19615.

  72. Masuda, Yusuke, Tsuda, Hiromu, Murakami, Masahiro. C1 Oxidation/C2 Reduction Isomerization of Unprotected Aldoses Induced by Light/Ketone. Angewandte Chemie. international edition, vol.59, no.7, 2755-2759.

  73. Dewanji, Abhishek, Krach, Patricia E., Rueping, Magnus. The Dual Role of Benzophenone in Visible‐Light/Nickel Photoredox‐Catalyzed C−H Arylations: Hydrogen‐Atom Transfer and Energy Transfer. Angewandte Chemie. international edition, vol.58, no.11, 3566-3570.

  74. Li, Lu, Mu, Xiaoyue, Liu, Wenbo, Wang, Yichen, Mi, Zetian, Li, Chao-Jun. Simple and Clean Photoinduced Aromatic Trifluoromethylation Reaction. Journal of the American Chemical Society, vol.138, no.18, 5809-5812.

  75. Amaoka, Yuuki, Nagatomo, Masanori, Watanabe, Mizuki, Tao, Keisuke, Kamijo, Shin, Inoue, Masayuki. Photochemically induced radical alkenylation of C(sp3)-H bonds. Chemical science, vol.5, no.11, 4339-4345.

  76. Kamijo, Shin, Hoshikawa, Tamaki, Inoue, Masayuki. Photochemically Induced Radical Transformation of C(sp3)–H Bonds to C(sp3)–CN Bonds. Organic letters, vol.13, no.21, 5928-5931.

  77. Hoshikawa, Tamaki, Kamijo, Shin, Inoue, Masayuki. Photochemically induced radical alkynylation of C(sp3)–H bonds. Organic & biomolecular chemistry, vol.11, no.1, 164-169.

  78. Paul, Subhasis, Guin, Joyram. Radical C(sp3)-H alkenylation, alkynylation and allylation of ethers and amides enabled by photocatalysis. Green chemistry : an international journal and green chemistry resource : GC, vol.19, no.11, 2530-2534.

  79. Nagatomo, Masanori, Yoshioka, Shun, Inoue, Masayuki. Enantioselective Radical Alkynylation of C(sp3)‐H Bonds Using Sulfoximine as a Traceless Chiral Auxiliary. Chemistry, an Asian journal, vol.10, no.1, 120-123.

  80. Blanksby, S. J., Ellison, G. B.. Bond Dissociation Energies of Organic Molecules. Accounts of chemical research, vol.36, no.4, 255-263.

  81. Bachman, Jonathan E., Curtiss, Larry A., Assary, Rajeev S.. Investigation of the Redox Chemistry of Anthraquinone Derivatives Using Density Functional Theory. The journal of physical chemistry. A, Molecules, spectroscopy, kinetics, environment & general theory, vol.118, no.38, 8852-8860.

  82. Wilkinson, F.. TRANSFER OF TRIPLET STATE ENERGY AND THE CHEMISTRY OF EXCITED STATES. The Journal of physical chemistry, vol.66, no.12, 2569-2574.

  83. Gadde, Karthik, Mampuys, Pieter, Guidetti, Andrea, Ching, H. Y. Vincent, Herrebout, Wouter A., Van Doorslaer, Sabine, Abbaspour Tehrani, Kourosch, Maes, Bert U. W.. Thiosulfonylation of Unactivated Alkenes with Visible-Light Organic Photocatalysis. ACS catalysis, vol.10, 8765-8779.

  84. Strieth-Kalthoff, Felix, Glorius, Frank. Triplet Energy Transfer Photocatalysis: Unlocking the Next Level. Chem, vol.6, no.8, 1888-1903.

  85. Kim, Inwon, Park, Seongjin, Hong, Sungwoo. Functionalization of Pyridinium Derivatives with 1,4-Dihydropyridines Enabled by Photoinduced Charge Transfer. Organic letters, vol.22, no.21, 8730-8734.

LOADING...

활용도 분석정보

상세보기
다운로드
내보내기

활용도 Top5 논문

해당 논문의 주제분야에서 활용도가 높은 상위 5개 콘텐츠를 보여줍니다.
더보기 버튼을 클릭하시면 더 많은 관련자료를 살펴볼 수 있습니다.

관련 콘텐츠

유발과제정보 저작권 관리 안내
섹션별 컨텐츠 바로가기

AI-Helper ※ AI-Helper는 오픈소스 모델을 사용합니다.

AI-Helper 아이콘
AI-Helper
안녕하세요, AI-Helper입니다. 좌측 "선택된 텍스트"에서 텍스트를 선택하여 요약, 번역, 용어설명을 실행하세요.
※ AI-Helper는 부적절한 답변을 할 수 있습니다.

선택된 텍스트

맨위로