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報(bào)告題目：Isolated Carbon(I) Species Featuring a Carbone Cation Radical

報(bào)告人：王朝諺Tiow-Gan Ong

報(bào)告人單位：香港中文大學(xué)（深圳）理工學(xué)院

報(bào)告時(shí)間：1月23日（周五）16:00

會(huì)議地點(diǎn)：化學(xué)學(xué)科樓A408

舉辦單位：化學(xué)與分子工程學(xué)院

報(bào)告人簡(jiǎn)介：王朝諺Tiow-Gan Ong，無(wú)機(jī)化學(xué)家，以其通過(guò)“配體設(shè)計(jì)策略”進(jìn)行的non-octet體化學(xué)鍵研究而聞名。于2025年9月加入香港中文大學(xué)（深圳）理工學(xué)院，成立“先進(jìn)碳配體與金屬主族催化實(shí)驗(yàn)室”。主要工作致力于通過(guò)配體設(shè)計(jì)策略探索化學(xué)鍵的本質(zhì)與應(yīng)用，為有機(jī)金屬化學(xué)和催化科學(xué)的發(fā)展提供了重要啟示，其成果在學(xué)術(shù)界和工業(yè)界均具有深遠(yuǎn)影響。近年作為通訊作者在Nature Chem.、Nat. Synth.、JACS、Angew. Chem. Int. Ed.等頂尖期刊上發(fā)表多篇論文，其研究成果推動(dòng)了相關(guān)領(lǐng)域的發(fā)展。此外，他曾獲得多項(xiàng)殊榮，包括渥太華大學(xué)訪(fǎng)問(wèn)研究獎(jiǎng)（2020年）、國(guó)家級(jí)人才項(xiàng)目（2025年）等。

報(bào)告摘要：Carbynes, characterized by their radical and carbene attributes, possess three non-bonding electrons and have garnered significant scientific interest. The high reactivity and complex hybridization of valence orbitals in carbynes have impeded the isolation of free carbon(I) species. Carbodicarbenes are divalent carbon (0) species with two electron lone-pairs, which are in principle capable of losing an electron to generate a radical cation carbon(I) species containing three non-bonded electrons,^[1-2]similar to the frontier orbital of a carbyne without a vacant orbital. Herein, we describe the isolation of a crystalline cation radical carbon(I), [1-CDC]^?+, prepared by a single electron transfer (SET) between a carbodicarbene and a nitro-aromatic compound to generate a stable radical ionic pair.^[3]Electron paramagnetic resonance (EPR) and X-ray crystallography with quantum chemical analysis show that the unpaired electron of [1-CDC]^?+ resides in the p(p) atomic orbital (AO) of the secondary carbon with some delocalization to the N-heterocyclic carbene (NHC) ligands. Exploring the reactivity of this carbon(I) radical cation revealed its capacity to mediate a variety of C-O and C-C cross-coupling reactions with electron-deficient aryl halides. These findings not only expand the understanding of carbon(I) radical chemistry but also open new avenues for radical methodologies in organic synthesis and catalysis.

Reference

1. Chen, W. C.; Shen, J. S.; Jurca, T.; Peng, C. J.; Lin, Y. H.; Wang, Y. P.; Shih, W. C.; Yap, G. P. A.;Ong, T. G*., Expanding the Ligand Framework Diversity of Carbodicarbenes and Direct Detection of Boron Activation in the Methylation of Amines with CO2.Angew. Chem.-Int. Edit.2015,54, 15207-15212.

2. Chen, W. C.; Hsu, Y. C.; Lee, C. Y.; Yap, G. P. A.;Ong, T. G*., Synthetic Modification of Acyclic Bent Allenes (Carbodicarbenes) and Further Studies on Their Structural Implications and Reactivities.Organometallics2013,32, 2435-2442.

3. Chan, Y.-C.; Xiao, H.-X.; Qin, L.; Shen, J.-S.; Yang, C.-R.; Yap, G. P. A.; Ching, W.-M.; Chen, W.-C*.; Chiang, Y.-W*.; Frenking, G*.; Zhao*, L.;Ong, T.-G*. Isolated Carbon(I) Species Featuring a Carbone Cation Radical.Nat. Synth.2025,in press.

審核：唐永明