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Transition metal mediated functionalization of o-carboranes

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Science China Chemistry 2014年第8期57卷 1061-1063页

作者： xie zuowei Department of Chemistry and State Key Laboratory of Synthetic Chemistry The Chinese University of Hong Kong

Carboranes are a class of boron hydride clusters in which one or more of the BH vertices are replaced by CH *** small boranes, carboranes are kinetically and thermodynamically very stable as well as relatively chemically inert, which are often called three-dimensional relatives of benzenes. They are finding many applications in medicine as boron neutron capture therapy（BNCT） agents, in nanomaterials/supramolecular design as building blocks, and as ligands for transition metals [1]. However, their unique structures make derivatization difficult, which limits their application scope.

关键词：过渡金属碳硼烷功能化硼中子俘获治疗介导化学惰性分子设计纳米材料

On Desilylation of 13-Vertex Carborane 1,2-Me_(2)Si(CH_(2))_(2)-1,2-C_(2)B_(11)H_(11)

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Chinese Journal of Chemistry 2014年第8期32卷 777-782页

作者： Jian Zhang zuowei xie Department of Chemistry The Chinese University of Hong KongShatinNew TerritoriesHong KongChina

The reasons for facile double desilylation of 13-vertex carborane 1,2-Me_(2)Si(CH_(2))_(2)-1,2-C_(2)B_(11)H_(11)(2)are discussed in this *** 13-and 14-vertex ruthenacarboranes bearing the same-CH_(2)SiMe_(2)CH_(2)-linkage have been prepared and structurally characterized for *** analyses of 13-and 14-vertex heteroboranes as well as control experiments suggest that the facile double desilylation of 2 on silica gel can be attributed to the joint actions of several factors involving the high ring-strain of exo five-membered C_(4)Si ring,Lewis acidity of Si atom and Brønsted acidity of silica surface.

关键词： cage compounds carboranes cluster compounds desilylation ruthenacarboranes

Broad Scope Extra-Annular [4 ＋ 2] Cycloaddition of o-Carboryne with Styrenes： Efficient Route to Carborane-Fused Polycyclics

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Chinese Journal of Chemistry 2018年第11期36卷 1041-1046页

作者： Jie Zhang zuowei xie Department of Chemistry and State Key Laboratory of Synthetic Chemis- try The Chinese University of Hong Kong Shatin New Territories Hong Kong China

o‐Carboryne (1,2‐dehydro‐o‐carborane) generated in situ from the precursor 1‐OTf‐2‐Li‐o‐1,2‐C2B10H10 undergoes an efficient extra‐annular [4 + 2] cycloaddition with styrenes at room temperature to give a series of carborane‐fused polycyclics in good to high isolated yields. This reaction is compatible with many functional groups and has a very broad substrate scope. Further transformations of the resultant products have been carried out, affording various multi‐functionalized o‐carboranes.

关键词： carborane carboryne [4 + 2] cycloaddition Diels‐Alder reaction styrene

Unique chemical properties of metal-carbon bonds in metal-carboranyl and metal-carboryne complexes

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Science China Chemistry 2009年第10期52卷 1544-1558页

作者： QIU ZaoZao xie zuowei Department of Chemistry The Chinese University of Hong KongHong KongChina

The metal-carbon bonds in metal-carboranyl and metal-carboryne complexes behave very differently from those in classical organometallic complexes. The unique electronic and steric properties of ico-sahedral carboranyl moiety make the M-C bond in metal-carboranyl complexes inert toward unsaturated molecules, and on the other hand, the sterically demanding carborane cage can induce unexpected C-C coupling reactions. The M-C bonds in metal-carboryne complexes are, however, active toward various kinds of unsaturated molecules and the reactivity patterns are dependent upon the electronic configurations of the metal ions. This account provides an overview of our recent work in this area.

关键词： boron cluster carborane carboryne insertion metal-carbon bond

Blocking Features for Two Types of Cold Events in East Asia

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Journal of Meteorological Research 2017年第2期31卷 309-320页

作者： zuowei xie Cholaw BUEH International Center for Climate and Environment Science Institute of Atmospheric PhysicsChinese Academy of Sciences Beijing 100029 China School of Earth and Atmospheric Sciences Georgia Institute of Technology GA 30332 USA

Cold air outbreaks（CAOs）always hit East Asia during boreal winter and have significant impacts on human health and public *** amplitude and route of CAOs are closely associated with blocking circulations over the Eurasian *** categories of CAOs are recognized,namely,the ordinary cold wave events（CWEs）and the extensive and persistent extreme cold events（EPECEs）,with the latter having even stronger *** blocking features associated with these two types of CAOs and their differences are investigated in this study on the intraseasonal *** these two CAOs do have in common is that they are both preceded by the intensification and recurrence of a blocking high over the midlatitude North *** difference between these events is primarily reflected on the spatial scale and duration of the corresponding blocking *** the CWEs,blocking occurs around the Ural Mountains,and exhibits a regional *** resulting cold air temperature persists for only up to 8 *** contrast,during the EPECEs,the blocking region is quite extensive and is not only confined around the Ural Mountains but also extends eastward into Northeast Asia in a southwest–northeast *** a result,the cold air tends to accumulate over a large area and persists for a much longer *** blocking activity is primarily induced by an increased frequency and eastward extension of the synoptic anticyclonic Rossby wave breaking（AWB）.Compared with the CWEs,characterized by a regional and short-lived synoptic AWB frequency,the EPE-CEs tend to be accompanied by more recurrent and eastward extensions of the synoptic AWB.

关键词： cold air outbreak blocking synoptic wave breaking extreme temperature

Visible-Light-Promoted Palladium-Catalyzed Cross-Coupling of lodocarboranes with Disulfides and Phenylselenyl Chloride

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Chinese Journal of Chemistry 2024年第2期42卷 129-134页

作者： Shimeng Li Yizhen Liu zuowei xie Shenzhen Grubbs Institute and Department of Chemistry Southern University of Science and TechnologyShenzhenGuangdong 518055China

This work describes a general method for the synthesis of a series of sulfenylated and selenylated carboranes at room temperature using readily available iodocarboranes as starting materials via boron-centered carboranyl *** hypervalent boron radicals are generated by a visible-light-promoted Pd(O)/Pd(I)*** are useful intermediates and can be trapped by disulfides and phenylselenyl chloride for the convenient construction of B-S/Sebonds.

关键词： Carborane Sulfenylation Selenylation B-I activation Radical Photocatalysis Boron Selectivity

Palladium-Catalyzed Oxidative Annulation of 1-Hydroxy-o-Carborane withInternal Alkynes:Facile Synthesis of Carborane-Fused Oxaborolest

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Chinese Journal of Chemistry 2020年第12期38卷 1575-1578页

作者： Ruofei Cheng Zaozao Qiu zuowei xie Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis Shanghai Institute of Organic ChemistryUniversity of Chinese Academy of SciencesChinese Academy of Sciences345 Lingling RdShanghai 200032China CAS Key Laboratory of Energy Regulation Materials Shanghai Institute of Organic ChemistryChinese Academy of Sciences345 Lingling RdShanghai 200032China Fujian Innovation Academy Chinese Academy of Sciences155 Yangqiao Rd WestFuzhouFujian 350002China Department of Chemistry and State Key Laboratory of Synthetic Chemistry The Chinese University of Hong KongShotinN.T.Hong KongChina

of main observation and conclusion A palladium catalyzed oxidative annulation of 1-hydroxy-o-carborane with internal alkynes via regioselective B(3)—H bond activation has been developed for facile synthesis of a series of QB-substituted carborane-fused *** molecules can undergo intramolecular oxidative dehydrogenative coupling to afford carborane-fused large n systems for potential applications in organic *** reaction mechanism is also proposed,involving hydroxy deprotonation,nucleopalladation of alkyne,regioselective electrophilic B—H substitution and reductive eiiimination.

关键词： materials. oxidative fused

How long a C–C bond can be? An example of extraordinary long C–C single bond in 1,2-diarylamino-o-carborane

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Chinese Chemical Letters 2019年第8期30卷 1530-1532页

作者： Yile Wu Jie Zhang zuowei xie Department of Chemistry and State Key Laboratory of Synthetic Chemistry The Chinese University of Hong Kong

How long a C-C bond can be?A question has long fascinated *** work reports an example of extraordinary long C-C bond distance of 1.990(4)?observed in single-crystal X-ray structure of 1,2-(NHMes)2-o-carborane(2;Mes=2,4,6-trimethylphenyl).DFT calculations show that hyperconjugation of lone pairs of the nitrogen atoms into the emptyσ^*orbital of the cage C-C bond is the origin of the bond *** hyperconjugation can be suppressed if the two nitrogen atoms in 2 are linked to a Lewis acidic germanium(Ⅱ)center.

关键词： o-Carborane C–C single bond Hyperconjugation Amine X-ray structure

Reaction of o-Carboryne with Furans： Facile Synthesis of Carborane- Fused Oxanorbornenes and Their Derivatives

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Chinese Journal of Chemistry 2018年第4期36卷 273-279页

作者： RongyiZhang Yinggen Yuan Zaozao Qiu zuowei xie Shanshai-Hong Kong Joint Laboratory in Chemical Synthesis Shanghai Institute of Organic Chemistry Chinese Academy of Sciences 345 Lingling Road Shanshai 200032 China Department of Chemistry The Chinese University of Hong Kong Shatin New Territories Hong Kong China

o-Carboryne （1,2-dehydro-o-carborane） is a very useful synthon for the synthesis of a variety of carborane-functionalized molecules. Diels-Alder reaction of o-carboryne with furans gave a series of carborane-fused oxanorbornenes in moderate to high yields using 1-OTf-1,2-C_2B_10H_11 as carboryne precursor. The resultant cycloadducts can undergo hydrogenation, cyclic oxidation, bromination, [4＋2]/[2＋2] cycloaddition and nucleophilic ring opening reaction to afford a variety of highly functionalized carboranes that may find applications as useful basic units in medicine and materials science.

关键词： carborane carboryne [4+2] cycloaddition furan ring opening reaction