A Catalytic Collaboration: Pairing Transition Metals and Lewis Acids for Applications in Organic Synthesis DOI

A. Dina Dilinaer,

Gabriel J. Jobin,

Marcus W. Drover

и другие.

Dalton Transactions, Год журнала: 2024, Номер 53(32), С. 13298 - 13307

Опубликована: Янв. 1, 2024

The use of metal catalysts to accelerate an organic transformation has proven indispensable for access structural motifs having applications across medicinal, polymer, materials chemistry, and more. Most catalytic approaches have cast transition metals in the "leading role"; these players mediate important reactions such as C-C cross coupling hydrogenation unsaturated bonds. These may require collaboration, featuring Lewis acidic or basic additives promote a desired reaction outcome. acids can serve by way substrate stabilization and/or activation, such, are valuable optimizing transformations. A burgeoning area chemical research which unifies concepts thus sought develop complexes ambiphilic (containing unit) ligands. This approach takes advantage metal-ligand cooperativity increase efficiency given transformation, leveraging intramolecular interactions between adjacent secondary ligand site. While this shown significant potential facilitate challenging transformations, there remains unexplored depth creativity future advancement.

Язык: Английский

Controlling hydrogen transfer dynamics in adaptive semihydrogenation of alkynes: Unveiling and directing outer- vs. inner-sphere mechanisms DOI Creative Commons
Vishal Chugh, Jiajun Wu, Markus Leutzsch

и другие.

Chem Catalysis, Год журнала: 2024, Номер 4(9), С. 101078 - 101078

Опубликована: Авг. 20, 2024

Язык: Английский

Процитировано

3

Zinc-Catalyzed Hydroboration of Carbon Dioxide Amplified by Borane-Tethered Heteroscorpionate Bis(Pyrazolyl)methane Ligands DOI Creative Commons
Tiago F. C. Cruz,

Valentin Loupy,

Luı́s F. Veiros

и другие.

Inorganic Chemistry, Год журнала: 2024, Номер 63(18), С. 8244 - 8256

Опубликована: Апрель 24, 2024

The borane-functionalized (BR2) bis(3,5-dimethylpyrazolyl)methane (LH) ligands 1a (BR2: 9-borabicyclo[3.3.1]nonane or 9-BBN), 1b BCy2), and 1c B(C6F5)2) were synthesized by the allylation–hydroboration of LH. Metalation 1a,b with ZnCl2 yielded heteroscorpionate dichloride complexes [(1a,b)ZnCl2] 3a,b. reaction ZnEt2 led to formation zwitterionic complex [Et(1a)ZnEt(THF)] 5. 3a two equivalents KHBEt3 under a carbon dioxide (CO2) atmosphere gave rise dimeric bis(formate) [(1a)Zn(OCHO)2]2 8, in which its borane moieties intermolecularly stabilize formate opposite metal centers. allylated precursor Lallyl zinc dichloride, diethyl [(Lallyl)ZnCl2] 2, [(Lallyl)ZnEt2] 4, [(Lallyl)Zn(OCHO)2] 7 also isolated. catalyst systems composed 1 mol % 3b hydroborated CO2 at bar pinacolborane (HBPin) methanol-level product H3COBPin (and PinBOBPin) yields 42 86%, respectively. using unfunctionalized [(LH)ZnCl2] 6 KHBEt3/nOctBR2 9-BBN BCy2) but 2.5- 6-fold lower activities than those exhibited 3a,b/KHBEt3. hydroboration 8 as 39–43%, comparable obtained 3a/KHBEt3. results confirmed that catalytic intermediates benefit from incorporated boranes' intra- intermolecular stabilizations.

Язык: Английский

Процитировано

1

1,4-Diphosphorinane Synthesis at a Cationic Aluminum(III) Center DOI

Gabriel J. Jobin,

Brady J. H. Austen, Marcus W. Drover

и другие.

Organometallics, Год журнала: 2024, Номер 44(1), С. 148 - 157

Опубликована: Дек. 18, 2024

Lewis acidic group 13 cations are useful mediators of small-molecule and catalytic reactivity alike. Previous work has elaborated on the use bulky β-diketiminate Al(III) for cycloaddition intermolecular coupling alkene substrates, giving new [Al]–C bonds. Motivated by a desire to prepare aluminum/phosphorus-containing ambiphilic ligands, here we probe intramolecular mono- diphosphines bearing pendent group. Despite drive Al–P bond formation (as shown control experiments), reaction specialized allyl-appended diphosphine results in rapid cyclization, producing an aluminum-bound 1,4-diphosphorinane (six-membered ring). Together, this contribution offers complementary route toward class molecule emphasizes importance substrate design characteristics such as phosphorus/alkene(β-carbon) linker length accessing productive cyclization. The subsequent heterocycle, including coordination chemistry with gold(I), additionally shared.

Язык: Английский

Процитировано

1

A Catalytic Collaboration: Pairing Transition Metals and Lewis Acids for Applications in Organic Synthesis DOI

A. Dina Dilinaer,

Gabriel J. Jobin,

Marcus W. Drover

и другие.

Dalton Transactions, Год журнала: 2024, Номер 53(32), С. 13298 - 13307

Опубликована: Янв. 1, 2024

The use of metal catalysts to accelerate an organic transformation has proven indispensable for access structural motifs having applications across medicinal, polymer, materials chemistry, and more. Most catalytic approaches have cast transition metals in the "leading role"; these players mediate important reactions such as C-C cross coupling hydrogenation unsaturated bonds. These may require collaboration, featuring Lewis acidic or basic additives promote a desired reaction outcome. acids can serve by way substrate stabilization and/or activation, such, are valuable optimizing transformations. A burgeoning area chemical research which unifies concepts thus sought develop complexes ambiphilic (containing unit) ligands. This approach takes advantage metal-ligand cooperativity increase efficiency given transformation, leveraging intramolecular interactions between adjacent secondary ligand site. While this shown significant potential facilitate challenging transformations, there remains unexplored depth creativity future advancement.

Язык: Английский

Процитировано

0