Norbornadiene as an Efficient Hydrogen Scavenger for the Palladium-Catalyzed Conversion of Hydrosilanes to Alkoxysilanes

A palladium-catalyzed mild and efficient method for the alcoholysis of hydrosilanes containing a CC bond in the presence of norbornadiene (NBD) is reported. The highly strained NBD acts as a hydrogen scavenger, which abstracts the hydrogen produced during the process, protecting the CC bond from being hydrogenated

Combining Furan Annulation, Heck Reaction, and Sonogashira Coupling for the Synthesis of Oligoaryls

A variety of benzene−furan−alkene/alkyne conjugated oligomers of precise length and constitution were synthesized iteratively by combining furan annulation, Heck reaction, and Sonogashira coupling

Elimination of β-Thioalkoxy Alcohols under Mitsunobu Conditions. A New Synthesis of Conjugated Enynes from Propargylic Dithioacetals

Treatment of propargylic dithiolanes 1 with nBuLi followed by a carbonyl electrophile yields the corresponding homopropargylic alcohol 3. Upon treatment with 2 equiv of PPh3 and DIAD, elimination of SR and OH moieties from 3 affords the corresponding olefins 4 in moderate to good yield. The reaction can be considered an alternative of McMurry coupling of two different carbonyl equivalents

Propargylic Dithioacetal as an Allene 1,3-Dication Synthon. Nickel-Catalyzed Cross-Coupling Reactions of Propargylic Dithioacetals with Grignard Reagents^†

Propargylic Dithioacetal as an Allene 1,3-Dication Synthon. Nickel-Catalyzed Cross-Coupling Reactions of Propargylic Dithioacetals with Grignard Reagents†</sup

Novel Coupling Reactions of Dithioacetals with Organocuprate Reagents. Propargylic Dithioacetal as an Allene−1,3-Zwitterion Synthon

Novel Coupling Reactions of Dithioacetals with Organocuprate Reagents. Propargylic Dithioacetal as an Allene−1,3-Zwitterion Syntho

Phenanthrene-Tethered Furan-Containing Cyclophenes: Synthesis and Photophysical Properties

Two phenanthrene-fused furan-containing teraryl cyclophenes 5 and 6 are synthesized. These cyclophenes exhibit charge transfer band in the absorption spectra, unusually large Stokes shifts in the emission spectra, and exceptionally high μβ values in the electric-field-induced second-harmonic generation (EFISH) experiments. The μβ1.91 values for 5 and 6 are 438 and 777 × 10−48 esu, respectively. The bridging double bond in 5 and 6 can serve as either an electron donor or acceptor depending on the nature of the substituent on furan rings. DFT calculations at the B3LYP/6-31G** level indicate that the electron density distributions in HOMO and LUMO are very different. Interaction between the oligoaryl systems and the double bond may account for the significant enhancement in hyperpolarizability

Chiral Silylene-Spaced Divinylarene Copolymers

Chiral Silylene-Spaced Divinylarene Copolymer

Diastereoselective Simmons−Smith Cyclopropanation of α,β-Unsaturated Cycloalkenones Using Tunable Diol as Chiral Auxiliary

Diastereoselective Simmons−Smith Cyclopropanation of α,β-Unsaturated Cycloalkenones Using Tunable Diol as Chiral Auxiliar

Kumada−Corriu Reactions of Alkyl Halides with Alkynyl Nucleophiles

Pd2(dba)3−Ph3P-catalyzed Kumada−Corriu coupling reactions of unactivated alkyl bromides or iodides with an alkynyl nucleophile furnish Csp−Csp3 bond formation. Alkynyl nucleophiles can be alkynyllithiums or the corresponding Grignard reagents. The superior performance of Ph3P ligand over the trialkylphosphine ligands indicates that this cross-coupling reaction may be a reductive-elimination-controlled process

Kumada−Corriu Reactions of Alkyl Halides with Alkynyl Nucleophiles

Pd2(dba)3−Ph3P-catalyzed Kumada−Corriu coupling reactions of unactivated alkyl bromides or iodides with an alkynyl nucleophile furnish Csp−Csp3 bond formation. Alkynyl nucleophiles can be alkynyllithiums or the corresponding Grignard reagents. The superior performance of Ph3P ligand over the trialkylphosphine ligands indicates that this cross-coupling reaction may be a reductive-elimination-controlled process