2720-03-8Relevant academic research and scientific papers
Metal-Free Acetylene Coupling by the (C6F5)2B?X 1,2-Halogenoboration Reaction
Ueno, Atsushi,Li, Jun,Daniliuc, Constantin G.,Kehr, Gerald,Erker, Gerhard
, p. 10044 - 10048 (2018)
(C6F5)2B-halides were conveniently prepared by treatment of (C6F5)2BH with tritylchloride or -bromide, respectively. With cyclopropylacetylene, (C6F5)2BBr underwent sequential cis-1,2-halogenoboration followed by 1,2-carboboration to give the 4-bromo-2,4-dicyclopropylbutadienyl-B(C6F5)2 product. It reacted further with additional cyclopropylacetylene to give the linear triene and tetraene products in a metal-free alkyne oligomerization reaction. The pyridine adduct of the initial diene product was characterized by X-ray diffraction. (C6F5)2BCl reacted analogously. Similar (C6F5)2BX induced oligomerization reactions were carried out with two conjugated enynes.
Selective formation of heterocyclic: Trans -cycloalkenes by alkyne addition to a biphenylene-based phosphane/borane frustrated Lewis pair
Li, Jun,Daniliuc, Constantin G.,Kehr, Gerald,Erker, Gerhard
, p. 6344 - 6347 (2018)
The intramolecular 1-PMes2/8-B(C6F5)2 substituted biphenylene frustrated Lewis pair 4 shows some behavior reminiscent of intermolecular FLP systems. It undergoes trans-1,2-addition to a series of 1-alkynes to give the respective heterocyclic eight-membered E-alkenes 8. The P/B FLP 4 also reacts with triplet dioxygen to yield the [P]-O-[B](OC6F5) containing oxygenation product.
Bonding in Barium Boryloxides, Siloxides, Phenoxides and Silazides: A Comparison with the Lighter Alkaline Earths
Carpentier, Jean-Fran?ois,Cordier, Marie,Dorcet, Vincent,Hammoud, Joanna,Kahlal, Samia,Le Coz, Erwann,Roisnel, Thierry,Saillard, Jean-Yves,Sarazin, Yann
supporting information, p. 11966 - 11982 (2021/07/16)
Barium complexes ligated by bulky boryloxides [OBR2]? (where R=CH(SiMe3)2, 2,4,6-iPr3-C6H2 or 2,4,6-(CF3)3-C6H2), siloxide
Synthesis of Fluorine-Containing Aryl(halo)boranes from Potassium Aryl(fluoro)borates
Bardin,Prikhod’ko,Shmakov,Shabalin, A. Yu.,Adonin, N. Yu.
, p. 50 - 61 (2020/04/09)
Fluorine-containing aryldihalogenoboranes have been obtained by the reaction of boron and aluminum chlorides and bromides with potassium aryltrifluoroborates K[ArBF3] under mild conditions. In a similar way, bis(pentafluorophenyl)halogenoboranes have been synthesized by the reaction with K[(C6F5)2BF2]. The reaction of K[C6F5BF3] with AlBr3 affords a mixture of C6F5BF2 and C6F5BCl2 due to fast conversion of AlBr3 to AlBrCl2. The inductive and resonance parameters of BCl2 and BBr2 groups were calculated.
Bis(pentafluorophenyl)phenothiazylborane-an intramolecular frustrated Lewis pair catalyst for stannane dehydrocoupling
Bentley, Jordan N.,Caputo, Christopher B.,Pradhan, Ekadashi,Zeng, Tao
supporting information, p. 16054 - 16058 (2020/12/03)
We synthesized a novel Lewis acidic aminoborane containing a phenothiazyl substituent and demonstrated its potential to catalytically promote the dehydrocoupling of tin hydrides. The observed reactivity would imply a homolytic frustrated Lewis pair type mechanism, however computational analysis suggests a heterolytic mechanism for this reaction. This result represents one of the first frustrated Lewis pair systems to dehydrocouple stannanes in a heterolytic fashion.
The preparation of pentafluorophenyldihaloboranes from pentafluorophenylmercurials C6F5HgR and BX3: the dramatic dependence of the reaction direction on the ligand R
Bardin, Vadim V.,Adonin, Nicolay Yu.
, p. 1523 - 1531 (2019/07/22)
Abstract: In search of convenient preparations of C6F5BX2 (X = Cl, Br), reactions of C6F5HgR (R = C6F5, C6H5, C2H5, Br and Cl) with BX3 were studied. Under the action of BCl3 the order of the C–Hg bond cleavage is C6F5Hg–C6H5 > C6F5–HgC2H5 > C6F5–HgC6F5 >> C6F5–HgCl. With more reactive BBr3 the sequence is C6F5Hg–C6H5 > C6F5–HgC2H5 ~ C6F5Hg–C2H5 > C6F5–HgC6F5 ≥ C6F5–HgBr. During the study we found the simple way to alkyldibromoboranes which is presented by the preparation of C2H5BBr2 from C2H5HgBr and BBr3. It is the second example of synthesis of alkylmercury derivative in an addition to the earlier reported formation of cyclopropylmercurials from di(cyclopropyl)mercury and BX3. Graphic abstract: [Figure not available: see fulltext.].
Interactions of C?F Bonds with Hydridoboranes: Reduction, Borylation and Friedel–Crafts Alkylation
Bamford, Karlee L.,Chitnis, Saurabh S.,Qu, Zheng-wang,Stephan, Douglas W.
supporting information, p. 16014 - 16018 (2018/10/15)
The stoichiometric reactions of the alkylfluorides 1-fluoroadamantane (Ad-F), fluorocyclohexane (Cy-F), 1-fluoropentane (Pent-F) and benzyl fluorides with secondary boranes pinacolborane (HBpin), catecholborane (HBcat), 9-borabicyclo(3.3.1)nonane (9-BBN)
Synthesis and reactivity of the phosphinoboranes R2PB(C 6F5)2
Geier, Stephen J.,Gilbert, Thomas M.,Stephan, Douglas W.
, p. 336 - 344 (2011/03/16)
The phosphinoboranes [R2PB(C6F5) 2]2 (R = Et 1, Ph 2) and R2PB(C 6F5)2 (R = tBu 3, Cy 4, Mes 5) were synthesized from the reaction of (C6F5
A hyperbranched polysilane-based, borane cocatalyst for the metallocene-catalyzed polymerization of propylene
Schloegl, Martin,Riethmueller, Silke,Troll, Carsten,Moeller, Martin,Rieger, Bernhard
, p. 4004 - 4007 (2007/10/03)
The synthesis of a vinyl-terminated, hyperbranched polysilane and the additional hydroboration with bis(pentafluorophenyl) borohydride are reported. Quantitative transformation was proved by 1H NMR and FT-IR analysis. The polymeric borane was t
