- Nickel-Catalyzed Reductive Cross-Coupling of Aryl Bromides with Vinyl Acetate in Dimethyl Isosorbide as a Sustainable Solvent
-
A nickel-catalyzed reductive cross-coupling has been achieved using (hetero)aryl bromides and vinyl acetate as the coupling partners. This mild, applicable method provides a reliable access to a variety of vinyl arenes, heteroarenes, and benzoheterocycles, which should expand the chemical space of precursors to fine chemicals and polymers. Importantly, a sustainable solvent, dimethyl isosorbide, is used, making this protocol more attractive from the point of view of green chemistry.
- Su, Mincong,Huang, Xia,Lei, Chuanhu,Jin, Jian
-
supporting information
p. 354 - 358
(2022/01/15)
-
- Iron-catalyzed, highly regioselective synthesis of α-aryl carboxylic acids from styrene derivatives and CO2
-
The iron-catalyzed hydrocarboxylation of aryl alkenes has been developed using a highly active bench-stable iron(II) precatalyst to give α-aryl carboxylic acids in excellent yields and with near-perfect regioselectivity. Using just 1 mol % FeCl2, bis(imino)pyridine 6 (1 mol %), CO 2 (atmospheric pressure), and a hydride source (EtMgBr, 1.2 equiv), a range of sterically and electronically differentiated aryl alkenes were transformed to the corresponding α-aryl carboxylic acids (up to 96% isolated yield). The catalyst was found to be equally active with a loading of 0.1 mol %. Preliminary mechanistic investigations show that an iron-catalyzed hydrometalation is followed by transmetalation and reaction with the electrophile (CO2).
- Greenhalgh, Mark D.,Thomas, Stephen P.
-
supporting information; experimental part
p. 11900 - 11903
(2012/09/07)
-
- Synthesis and characterization of aryl thioacetyl styrene monomers: towards a new generation of SERS-active polymers
-
A new family of thioacetyl styrene derivatives was synthesized in good isolated yields for the preparation of spectroscopically-encoded SERS-active polymers.
- Al-Hourani, Baker Jawabrah,Bravo-Vasquez, Juan P.,Hermann High,Fenniri, Hicham
-
p. 9144 - 9147
(2008/09/17)
-
- Pd2(dba)3/P(i-BuNCH2CH2) 3N-catalyzed Stille cross-coupling of aryl chlorides
-
The Pd2(dba)3/P(i-BuNCH2CH 2)3N (1d) catalyst system is highly effective for the Stille cross-coupling of aryl chlorides with organotin compounds. This method represents only the second general method for the coupling of aryl chlorides. Other proazaphosphatranes possessing benzyl substituents also generate very active catalysts for Stille reactions. Noteworthy features of the method are: (a) commercial availability of ligand 1d, (b) the wide array of aryl chlorides that can be coupled, and (c) applicability to aryl, vinyl, and allyl tin reagents.
- Su, Weiping,Urgaonkar, Sameer,Verkade, John G.
-
p. 1421 - 1424
(2007/10/03)
-
- Pd/P(t-Bu)3: A mild and general catalyst for stille reactions of aryl chlorides and aryl bromides
-
Pd/P(t-Bu)3 serves as an unusually reactive catalyst for Stille reactions of aryl chlorides and bromides, providing solutions to a number of long-standing challenges. An unprecedented array of aryl chlorides can be cross-coupled with a range of organotin reagents, including SnBu4. Very hindered biaryls (e.g., tetra-ortho-substituted) can be synthesized, and aryl chlorides can be coupled in the presence of aryl triflates. The method is user-friendly, since a commercially available complex, Pd(P(t-Bu)3)2, is effective. Pd/P(t-Bu)3 also functions as an active catalyst for Stille reactions of aryl bromides, furnishing the first general method for room-temperature cross-couplings.
- Littke, Adam F.,Schwarz, Lothar,Fu, Gregory C.
-
p. 6343 - 6348
(2007/10/03)
-
- Evolution of products in the combustion of scrap tires in a horizontal, laboratory scale reactor
-
A horizontal laboratory reactor was used to study the evolution of byproducts from the combustion of scrap tires at five nominal temperatures (ranging from 650 to 1050 °C) and different oxygen:sample ratios A model was used to calculate the bulk air ratio (λ), and the oxygen consumption was discussed considering this ratio λ. More than 100 volatile and semivolatile compounds were identified and quantified by gas chromatography mass spectrometry, plotting their yields vs the bulk air ratio and temperature. Five different behaviors considering the bulk air ratio and the temperature were identified.
- Fullana,Font,Conesa,Blasco
-
p. 2092 - 2099
(2007/10/03)
-
- The first general method for Stille cross-couplings of aryl chlorides
-
A 'one-two punch' comprising two commercially available reagents, PtBu3 and CsF, provides a practical and general solution for a long-standing limitation of the Stille reaction - the inability to couple inexpensive and readily available aryl chlorides [Eq. (1); R1 = OMe, NH2, o-Me, etc.; R = vinyl, allyl, Ph, Bu, etc.].
- Littke, Adam F.,Fu, Gregory C.
-
p. 2411 - 2413
(2007/10/03)
-