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Showing 1 to 10 of 10 entries
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Preferential Photoreaction in a Porous Crystal, Metal-Macrocycle Framework: Pd.

Journal of the American Chemical Society

Yonezawa H, Tashiro S, Shiraogawa T, Ehara M, Shimada R, Ozawa T, Shionoya M.
PMID: 30407819
J Am Chem Soc. 2018 Dec 05;140(48):16610-16614. doi: 10.1021/jacs.8b08534. Epub 2018 Nov 26.

A nanosized confined space with well-defined functional surfaces has great potential to control the efficiency and selectivity of catalytic reactions. Herein we report that a 1,6-diene, which normally forms an intramolecular [2+2] cycloadduct under photoirradiation, preferentially undergoes a photoinduced...

Proximity Effects of Methyl Group on Ligand Steric Interactions and Colloidal Stability of Palladium Nanoparticles.

Frontiers in chemistry

Tieu P, Nguyen V, Shon YS.
PMID: 32754577
Front Chem. 2020 Jul 09;8:599. doi: 10.3389/fchem.2020.00599. eCollection 2020.

Metal nanoparticle catalysts functionalized with small, well-defined organic ligands are important because such systems can provide a spatial control in the catalyst-substrate interactions. This article describes the synthesis, stability, and catalytic property evaluations of four different Pd nanoparticles capped...

Mechanism and origins of regioselectivities of Rh-catalyzed alkenylation of allylbenzenes.

Dalton transactions (Cambridge, England : 2003)

Li TQ, Tan JY, Deng W, Xu ZY.
PMID: 33215615
Dalton Trans. 2020 Dec 21;49(47):17395-17400. doi: 10.1039/d0dt03704d. Epub 2020 Nov 20.

Rhodium-catalyzed alkenylation of allylbenzene derivatives via C-C bond activation provides an unprecedented access to alkenylation products with remarkable regioselectivities. Using DFT calculations, we elucidate the reaction mechanism and the origins of the regioselectivity.

Cross-metathesis/isomerization/allylboration sequence for a diastereoselective synthesis of anti-homoallylic alcohols from allylbenzene derivatives and aldehydes.

Chemistry (Weinheim an der Bergstrasse, Germany)

Hemelaere R, Carreaux F, Carboni B.
PMID: 25212967
Chemistry. 2014 Oct 27;20(44):14518-23. doi: 10.1002/chem.201403954. Epub 2014 Sep 11.

We describe a highly diastereoselective approach to anti-homoallylic alcohols from allylbenzene derivatives and aldehydes. The strategy is based on a cross-metathesis/isomerization/allylboration sequence catalyzed successively by ruthenium and iridium. This methodology provides another way to access this class of compounds,...

Reaction scope and mechanistic insights of nickel-catalyzed migratory Suzuki-Miyaura cross-coupling.

Nature communications

Li Y, Luo Y, Peng L, Li Y, Zhao B, Wang W, Pang H, Deng Y, Bai R, Lan Y, Yin G.
PMID: 31964876
Nat Commun. 2020 Jan 21;11(1):417. doi: 10.1038/s41467-019-14016-1.

Cross-coupling reactions have developed into powerful approaches for carbon-carbon bond formation. In this work, a Ni-catalyzed migratory Suzuki-Miyaura cross-coupling featuring high benzylic or allylic selectivity has been developed. With this method, unactivated alkyl electrophiles and aryl or vinyl boronic...

Copper-catalyzed Hiyama cross-coupling using vinylsilanes and benzylic electrophiles.

Chemical communications (Cambridge, England)

Cornelissen L, Cirriez V, Vercruysse S, Riant O.
PMID: 24918107
Chem Commun (Camb). 2014 Jul 28;50(59):8018-20. doi: 10.1039/c4cc02923b.

Allylbenzene derivatives are ubiquitous frameworks in organic chemistry. Herein is described an efficient copper-catalyzed cross-coupling reaction using vinylsilanes and benzyl bromides, leading to the synthesis of allylbenzenes. This methodology allows the use of cis, trans and 1,1'-disubstituted vinylsilanes as...

Regioselective Cp*Ir(III)-Catalyzed Allylic C-H Sulfamidation of Allylbenzene Derivatives.

The Journal of organic chemistry

Kazerouni AM, Nelson TAF, Chen SW, Sharp KR, Blakey SB.
PMID: 31418569
J Org Chem. 2019 Oct 18;84(20):13179-13185. doi: 10.1021/acs.joc.9b01816. Epub 2019 Aug 27.

In this study we report the development of the regioselective Cp*Ir(III)-catalyzed allylic C-H sulfamidation of allylbenzene derivatives, using azides as the nitrogen source. The reaction putatively proceeds through a Cp*Ir(III)-π-allyl intermediate and demonstrates exclusive regioselectivity for the branched position...

Visible-light photocatalytic radical alkenylation of α-carbonyl alkyl bromides and benzyl bromides.

Chemistry (Weinheim an der Bergstrasse, Germany)

Liu Q, Yi H, Liu J, Yang Y, Zhang X, Zeng Z, Lei A.
PMID: 23426910
Chemistry. 2013 Apr 15;19(16):5120-6. doi: 10.1002/chem.201203694. Epub 2013 Feb 20.

Through the use of [Ru(bpy)3Cl2] (bpy=2,2'-bipyridine) and [Ir(ppy)3] (ppy=phenylpyridine) as photocatalysts, we have achieved the first example of visible-light photocatalytic radical alkenylation of various α-carbonyl alkyl bromides and benzyl bromides to furnish α-vinyl carbonyls and allylbenzene derivatives, prominent structural...

Design, synthesis, and SAR study of isopropoxy allylbenzene derivatives as 15-lipoxygenase inhibitors.

Iranian journal of basic medical sciences

Mousavian M, Alavi SJ, Rahbarian R, Rajabian M, M Orafai H, Sadeghian H.
PMID: 32952943
Iran J Basic Med Sci. 2020 Aug;23(8):984-989. doi: 10.22038/ijbms.2020.36793.8763.

OBJECTIVES: Allylbenzenes have been recently developed as inhibitors of lipoxygenases. They decrease peroxidation activity via mimicking 1,4-unsaturated bonds of fatty acids by their allyl portion. We designed and synthesized new derivatives of allyl benzenes (MATERIALS AND METHODS: 3-allyl-4-isopropoxybenzenamine (RESULTS:...

Direct Alkenylation of Allylbenzenes via Chelation-Assisted C-C Bond Cleavage.

Journal of the American Chemical Society

Onodera S, Ishikawa S, Kochi T, Kakiuchi F.
PMID: 29787254
J Am Chem Soc. 2018 Aug 08;140(31):9788-9792. doi: 10.1021/jacs.8b03718. Epub 2018 May 25.

A novel method for direct transformation of allyl groups in allylbenzene derivatives to alkenyl groups via rhodium-catalyzed C-C bond cleavage is reported. The alkenylation with styrenes of allylbenzenes containing pyridyl and pyrazolyl groups as a directing group proceeded efficiently...

Showing 1 to 10 of 10 entries