title: Highly Selective Synthesis of cis-Enediynes on a Ag(111) Surface.
abstract: Cis-enediyne-type compounds have received much attention as potent antitumor antibiotics. The conventional synthesis of cis-enediynes in solution typically involves multiple steps and various side reactions. For the first time, selective one-step synthesis of cis-enediyne from a single reactant is reported on a Ag(111) surface with a yield up to 90 %. High selectivity for the formation of cis-enediyne originates from the steric effect posed by weak intermolecular interactions, which protect the cis-enediyne from further reaction. A series of comparative experiments and DFT-based transition-state calculations support the findings. The described synthetic approach for directing reaction pathways on-surface may illuminate potential syntheses of other unstable organic compounds.
authors.affiliation: National Synchrotron Radiation Laboratory and Collaborative Innovation Center of Suzhou Nano Science and Technology, University of Science and Technology of China, Hefei, 230029, China.
authors.forename: Tao
authors.initials: T
authors.lastname: Wang
authors.affiliation: CAS Key Laboratory of Materials Science and Engineering, School of Chemistry and Materials Science, and CAS Center for Excellence in Nanoscience, University of Science and Technology of China, Hefei, 230026, China.
authors.forename: Haifeng
authors.initials: H
authors.lastname: Lv
authors.affiliation: National Synchrotron Radiation Laboratory and Collaborative Innovation Center of Suzhou Nano Science and Technology, University of Science and Technology of China, Hefei, 230029, China.
authors.forename: Qitang
authors.initials: Q
authors.lastname: Fan
authors.affiliation: National Synchrotron Radiation Laboratory and Collaborative Innovation Center of Suzhou Nano Science and Technology, University of Science and Technology of China, Hefei, 230029, China.
authors.forename: Lin
authors.initials: L
authors.lastname: Feng
authors.affiliation: CAS Key Laboratory of Materials Science and Engineering, School of Chemistry and Materials Science, and CAS Center for Excellence in Nanoscience, University of Science and Technology of China, Hefei, 230026, China.|Hefei National Laboratory of Physical Sciences at the Microscale and Synergetic Innovation of Quantum Information & Quantum Technology, University of Science and Technology of China, Hefei, 230026, China.
authors.forename: Xiaojun
authors.initials: X
authors.lastname: Wu
authors.affiliation: National Synchrotron Radiation Laboratory and Collaborative Innovation Center of Suzhou Nano Science and Technology, University of Science and Technology of China, Hefei, 230029, China.
authors.forename: Junfa
authors.identifier: 0000-0003-0888-4261
authors.initials: J
authors.lastname: Zhu
keywords: cis-enediyne; hydrogen bonds; on-surface synthesis; steric effect; terminal alkynes