scholarly journals Carbon Monoxide Activation by a Molecular Aluminium Imide: C−O Bond Cleavage and C−C Bond Formation

2020 ◽  
Vol 59 (12) ◽  
pp. 4897-4901 ◽  
Author(s):  
Andreas Heilmann ◽  
Jamie Hicks ◽  
Petra Vasko ◽  
Jose M. Goicoechea ◽  
Simon Aldridge
Keyword(s):  
Carbon Monoxide ◽  
Bond Cleavage ◽  
Bond Formation

scholarly journals Carbon Monoxide Activation by a Molecular Aluminium Imide: C−O Bond Cleavage and C−C Bond Formation

2020 ◽  
Vol 132 (12) ◽  
pp. 4927-4931 ◽  
Author(s):  
Andreas Heilmann ◽  
Jamie Hicks ◽  
Petra Vasko ◽  
Jose M. Goicoechea ◽  
Simon Aldridge
Keyword(s):  
Carbon Monoxide ◽  
Bond Cleavage ◽  
Bond Formation

Carbon Monoxide Bond Cleavage Mediated by an Intramolecular Frustrated Lewis Pair: Access to New B/N Heterocycles via Selective Incorporation of Single Carbon Atoms

2021 ◽  
Author(s):  
Clemens Krempner ◽  
Chamila Manankandayalage ◽  
Daniel K Unruh
Keyword(s):  
Carbon Monoxide ◽  
Bond Cleavage ◽  
Frustrated Lewis Pair ◽  
Selective Incorporation

Utilizing an intramolecular frustrated Lewis pair (FLP) decorated with a strongly donating guanidino moiety enabled the formation of a thermally remarkably stable FLP-CO adduct, which at 120°C underwent CO migration...

Organozinc-Mediated Direct C−C Bond Formation via C−N Bond Cleavage of Ammonium Salts

2017 ◽  
Vol 12 (19) ◽  
pp. 2554-2557 ◽  
Author(s):  
Dong-Yu Wang ◽  
Koki Morimoto ◽  
Ze-Kun Yang ◽  
Chao Wang ◽  
Masanobu Uchiyama
Keyword(s):  
Bond Cleavage ◽  
Bond Formation ◽  
Ammonium Salts

Double C–H Activation for the C–C bond Formation Reactions

2018 ◽  
Vol 15 (7) ◽  
pp. 882-903 ◽  
Author(s):  
Jialin Liu ◽  
Xiaoyu Xiong ◽  
Jie Chen ◽  
Yuntao Wang ◽  
Ranran Zhu ◽  
...  
Keyword(s):  
Molecular Design ◽  
Bond Cleavage ◽  
Bond Formation ◽  
Hypervalent Iodine ◽  
Coupling Reactions ◽  
Bond Forming ◽  
Direct Functionalization ◽  
Catalyzed Reactions ◽  
Medium Ring ◽  
Bond Formation Reactions

Background: Among the numerous bond-forming patterns, C–C bond formation is one of the most useful tools for building molecules for the chemical industry as well as life sciences. Recently, one of the most challenging topics is the study of the direct coupling reactions via multiple C–H bond cleavage/activation processes. A number of excellent reviews on modern C–H direct functionalization have been reported by Bergman, Bercaw, Yu and others in recent years. Among the large number of available methodologies, Pdcatalyzed reactions and hypervalent iodine reagent mediated reactions represent the most popular metal and non-metal involved transformations. However, the comprehensive summary of the comparison of metal and non-metal mediated transformations is still not available. Objective: The review focuses on comparing these two types of reactions (Pd-catalyzed reactions and hypervalent iodine reagent mediated reactions) based on the ways of forming new C–C bonds, as well as the scope and limitations on the demonstration of their synthetic applications. Conclusion: Comparing the Pd-catalyzed strategies and hypervalent iodine reagent mediated methodologies for the direct C–C bond formation from activation of C-H bonds, we clearly noticed that both strategies are powerful tools for directly obtaining the corresponding pruducts. On one hand, the hypervalent iodine reagents mediated reactions are normally under mild conditions and give the molecular diversity without the presence of transition-metal, while the Pd-catalyzed approaches have a broader scope for the wide synthetic applications. On the other hand, unlike Pd-catalyzed C-C bond formation reactions, the study towards hypervalent iodine reagent mediated methodology mainly focused on the stoichiometric amount of hypervalent iodine reagent, while few catalytic reactions have been reported. Meanwhile, hypervalent iodine strategy has been proved to be more efficient in intramolecular medium-ring construction, while there are less successful examples on C(sp3)–C(sp3) bond formation. In summary, we have demonstrated a number of selected approaches for the formation of a new C–C bond under the utilization of Pd-catalyzed reaction conditions or hyperiodine reagents. The direct activations of sp2 or sp3 hybridized C–H bonds are believed to be important strategies for the future molecular design as well as useful chemical entity synthesis.

Oxidative C–S bond cleavage reaction of DMSO for C–N and C–C bond formation: new Mannich-type reaction for β-amino ketones

RSC Advances ◽  
2015 ◽  
Vol 5 (4) ◽  
pp. 3094-3097 ◽  
Author(s):  
Kai Sun ◽  
Yunhe Lv ◽  
Zhonghong Zhu ◽  
Liping Zhang ◽  
Hankui Wu ◽  
...  
Keyword(s):  
Bond Cleavage ◽  
Bond Formation ◽  
Cleavage Reaction ◽  
Type Reaction ◽  
Bond Cleavage Reaction

A novel oxidative C–S bond cleavage reaction of DMSO for N-methylation and subsequent C–C bond formation is described.

I2/TBHP-Promoted Approach to α-Keto Esters from Trifluoromethyl β-Diketones and Alcohols via C–C Bond Cleavage

Synlett ◽  
2017 ◽  
Vol 28 (15) ◽  
pp. 2018-2023 ◽  
Author(s):  
Xiang Fang ◽  
Xueyan Yang ◽  
Tongle Shao ◽  
Jun Zhou ◽  
Chen Jin ◽  
...  
Keyword(s):  
Oxidative Coupling ◽  
Bond Cleavage ◽  
Bond Formation ◽  
Coupling Reaction ◽  
Mechanistic Studies ◽  
Metal Free ◽  
Oxidation Pathway ◽  
Keto Esters ◽  
Oxidative Coupling Reaction

A metal-free oxidative coupling reaction of trifluoromethyl β-diketones with alcohols for the synthesis of α-keto esters in good to excellent yields has been developed. Preliminary mechanistic studies suggest that an I2/TBHP promoted sequential iodination, C–C bond cleavage, C–O bond formation and oxidation pathway is involved in this reaction.

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