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Topic: Organoborane


  
  Organoborane polyoxyalkylenepolyamine complexes and adhesive compositions made therewith - Patent 5621143
An organoborane polyamine complex according to claim 4 wherein R.sup.4 is an alkyl group having 2 to 4 carbon atoms, R.sup.5 is an alkyl group having 2 or 3 carbon atoms, and R.sup.6 is an alkyl group having 2 or 3 carbon atoms.
The organoborane polyamine complex is employed in an effective amount, which is an amount large enough to permit polymerization to readily occur to obtain a polymer (preferably, an acrylic polymer) of high enough molecular weight for the desired end use.
Organoborane polyamine complexes are prone to degradation during storage due to possible oxidation of the organoborane.
www.freepatentsonline.com /5621143.html   (10022 words)

  
 Organoborane - Wikipedia, the free encyclopedia
Like the parent borane, diborane, organoboranes are classified in organic chemistry as strong electrophiles because boron is unable to gain a full octet of electrons.
Organoboranes with carbon replaced by oxygen are borinic esters R
Simple organoboranes such as triethylborane or tris(pentafluorophenyl)boron can be prepared from trifluoroborane (as the ether complex) and the ethyl Grignard reagent.
en.wikipedia.org /wiki/Organoborane   (911 words)

  
 Organoboranes | World of Chemistry
Organoboranes are organic compounds of boron having one or more alkyl or aryl functional groups attached directly to the boron atom.
The term organoborane is generally reserved for boron-containing compounds that have at least one carbon-boron bond.
Organoboranes are used as synthetic reagents in organic chemistry in the preparation of acylic and cylic saturated and unsaturated hydrocarbons, terpenes, amino acids, steriods, carbohydrates, and numerous other organic molecules.
www.bookrags.com /research/organoboranes-woc   (290 words)

  
 Organoborane polyamine complexes and adhesive composition made therewith - Patent 5616796
An organoborane polyamine complex according to claim 10 wherein R.sup.4 is an alkyl group having 2 to 4 carbon atoms, R.sup.5 is an alkyl group having 2 or 3 carbon atoms, and R.sup.6 is an alkyl group having 2 or 3 carbon atoms.
The organoborane polyamine complexes of the invention are especially useful as polymerization initiators, in particular, for initiating the polymerization of acrylic monomers.
Organoborane polyamine complexes according to the invention were prepared using the polyamines described in Table 4 and triethylborane, employing the procedure described in conjunction with example 1, and as shown below in Table 5.
www.freepatentsonline.com /5616796.html   (12220 words)

  
 Polymerizable compositions comprising organoborane amine complexes - Patent 6248846
The organoborane amine complexes were prepared by combining the organoborane and the amine in an inert argon atmosphere with cooling to form the complex.
The charring time was determined by applying one drop of the organoborane or the organoborane amine complex to a 30 mm.times.30 mm piece of cotton fabric and measuring the time that elapsed until the fabric began to char or ignite (whichever first occurred).
Table 1 shows that uncomplexed organoboranes (examples 1 to 3) are inherently extremely pyrophoric and that complexing these materials with ammonia, diethylamine, or isobutyl amine (examples 4 to 9) does not sufficiently reduce their inherent pyrophoricity to render the resulting complex readily usable.
www.freepatentsonline.com /6248846.html   (10219 words)

  
 Shea Research Group   (Site not responding. Last check: 2007-11-03)
The first examples of the reaction involved the trialkyl and aryl organoborane catalyzed polymerization of ylides such as dimethylsulfoxonium methylide.
Applying the polyhomologation reaction to cyclic and polycyclic organoboranes allows for the construction of unique oligomeric and polymeric architectures that are not readily accessible by standard olefin polymerization.
The oxidation of these macrocyclic organoboranes generates a three-armed star polymer incorporating a cis, cis-1, 3, 5-trisubstituted cyclohexane core.
chem.ps.uci.edu /~kjshea/research/webpolysynth.htm   (328 words)

  
 SDSU Chemistry & Biochemistry: Thomas E. Cole
This research program is composed of two major projects: the migration of organic groups from organoboranes to metals, giving rise to new organometallic complexes based in part on groups formed using boranes and the transfer of organic groups from metals to boron, yielding new unavailable organoboranes.
Organoboranes have well established high yielding carbon-carbon bond forming reactions.
We have found that primary alkyl groups migrate from organoboranes to the magnesium bromide cation in yields comparable to Grignard reagents prepared conventionally.
www.chemistry.sdsu.edu /faculty/Cole   (436 words)

  
 Organoborane polyoxyalkylenepolyamine complexes and adhesive compositions made therewith - Patent 5718977   (Site not responding. Last check: 2007-11-03)
c) an effective amount of a compound that was reactive with amine for liberating the organoborane to initiate polymerization of the at least one acrylic monomer.
The invention further relates to the use of these complexes in systems for initiating the polymerization of acrylic monomers, as well as acrylic adhesive compositions made therewith.
The organoborane polyamine complexes have the general structure: ##STR2## wherein Am is polyoxyalkylenepolyamine and has a structure selected from the group consisting of
www.freepatentsonline.com /5718977.html   (10092 words)

  
 Amine organoborane complex polymerization initiators and polymerizable compositions - US Patent 6806330   (Site not responding. Last check: 2007-11-03)
Amine organoborane complex polymerization initiators and polymerizable compositions
Organoborane polyamine complexes and adhesive composition made therewith
Mark Twain (Samuel L. Clemens) received Patent No. 121,992 for "An Improvement in Adjustable and Detachable Straps for Garments." He later received two more patents: one for a self-pasting scrapbook and one for a game to help players remember important historical dates.
www.patentstorm.us /patents/6806330.html   (502 words)

  
 [No title]
B NMR chemical shifts is a selected compilation of representative organoborane and boron compounds that we believe would be of interest to the organoborane community and to my research group at San Diego State University.
There are a variety of types of borane compounds that are absent from this compilation, including the carboranes, metal complexes, etc. While we have made a reasonable effort to ensure the accuracy of this data, errors are probably inevitable.
The chemical shifts of the trivalent organoboranes having a B-H bond are more variable than that of the trialkylboranes, and are dependent on the structure of the organic groups present.
www.chemistry.sdsu.edu /chemistry/research/BNMR   (1095 words)

  
 Remote C-H Activation of Phenyl-Substituted Alkenes by BH3·THF: Mechanism and Applications
Remarkably, the conversion of the alkene 4 to the boracycle 5 produces an intermediate cyclic organoborane 5 bearing the two bulky substituents (Ph and t-Bu) in a cis arrangement.
In this case, the 1,2-migration leading to the primary organoborane 12 proceeds first and is followed by a C-H activation of the aromatic ring, leading to the boracycle 5.
Although the 1,2-migration process of 9 to 12 should readily occur under the reaction conditions, the observed diastereoselectivity of the C-H rearrangement is difficult to explain (cis arrangement of the substituents in 5).
pubs.acs.org /cgi-bin/jtextd?orlef7/3/15/html/ol016215a.html   (1738 words)

  
 P. V. Ramachandran - Purdue University Department of Chemistry
Yet, it is BaFfling that very little of organoborane chemistry has been utilized to prepare fluoro-organics.
The potential of organoborane chemistry is being exploited to achieve convenient syntheses of fluoro-organics developing a FaBulous field that combines the strengths of these two rich areas.
Along with this we are also actively pursuing the application of other organometallic reagents for fluoro-organic chemistry.
www.chem.purdue.edu /people/faculty/faculty.asp?itemID=55   (286 words)

  
 Chapter 8   (Site not responding. Last check: 2007-11-03)
Hydroboration-oxidation: This two-step sequence achieves hydration of alkenes in a stereospeciflc syn manner, with a regioselectivity opposite to that of Markovnikov's rule.
An organoborane is formed by electrophilic addition of diborane to an alkene.
Oxidation of the organoborane intermediate with hydrogen peroxide completes the process.
www.faculty.sfasu.edu /chengs/teaching/chapter8.htm   (728 words)

  
 United States Patent 5,475,172   (Site not responding. Last check: 2007-11-03)
Di-addended and tetra-addended Buckminster fullerenes are synthesized through the use of novel organoborane intermediates.
The C(60), C(70), or higher fullerene is reacted with a borane such as BH(3) in a solvent such as toluene to form an organoborane intermediate.
Reaction of the organoborane such as hydrolysis with water or alcohol results in the product di-addended and tetra-addended fullerene in up to 30% yields.
www.godunov.com /bucky/patents/5475172   (287 words)

  
 Organoborane amine complex initiator systems and polymerizable compositions made therewith
A соmроsitiоn includes organoborane amine complex and 1,4-dioxo-2-butene-functional substance.
The arrangement саn be used to start polymerization of acryIic monomer and to form an acryIic adhesive thаt hаs very good adhesion to small surfаce energy poIymers.
Una composizione contiene il complesso dell'ammina del organoborane ed il materiale 1,4-dioxo-2-butene-functional.
www.patentalert.com /docs/000/z00035195.shtml   (150 words)

  
 [No title]
The reaction is a living polymerization; the length of the polymethylene chain is determined by the ratio of ylide to organoborane.
The star organoboranes are amenable to synthetic transformations that can be used to terminate the polymethylene chains with functionality and/or create novel architectures.
The talk will focus on applications of this reaction for the synthesis of novel polymer architectures as well as polymers that incorporate functionality that is not readily achieved by conventional olefin polymerization reactions.
poc04.icpf.cas.cz /post-poc04/Abstracts/K07.doc   (274 words)

  
 Synthesis of Alcohols   (Site not responding. Last check: 2007-11-03)
Even the Organoboranes will react with air so they must be kept in a suitable solvent like THF.
They can be used to produce alkanes from alkenes by reduction of the Organoborane with acetic acid under reflux conditions.
This replaces the Boron with a Hydrogen atom on each of the three organic groups attached to the Boron thus producing three molecules of Alkane for every one molecule of the Organoborane.
members.aol.com /logan20/alc_syn.html   (1717 words)

  
 Chemistry Graduate Program
We are also interested in the design and total synthesis of natural products and pharmaceuticals through the use of these novel reagents and catalysts.
For example, the addition of alkynyllithiums to 9-MeO-9-BBN produces an intermediate methoxyborate complex which is directly coupled to electrophilic substrates without added base or requiring the isolation of the organoborane, a particularly difficult task in these cases.
Novel Silyl-Mediated 10-TMS-9-BBD Organoborane Reagents for Asymmetric Synthesis, Soderquist, J. A.; Matos, K.; Burgos, C. H.; Lai, C.; Vaquer, J.; Medina, J. in Contemporary Boron Chemistry, Davidson M. G.; Hughes A. K.; Marder, T. B.; Wade, K. (eds) Royal Society of Chemistry: Cambridge, UK (2000) pp 472-482.
graduados.uprrp.edu /cnquimica/program/faculty/soderquist/soderquist.htm   (853 words)

  
 Thieme-connect - Abstract
The primary source of this low yield is the ≤ inefficient transmercuration of the sterically restricted organoborane.
Yields of alkyl halide are substantially higher (up to 63%) when the organoborane undergoes direct chlorinolysis promoted by boron trichloride.
Controls suggest that at least part of the reason for the higher yield with bromine is due to the greater stability of the product under the reaction conditions.
www.thieme-connect.com /ejournals/abstract/synthesis/doi/10.1055/s-1993-25983?locale=de&LgSwitch=1   (156 words)

  
 VPR Home Purdue University - Office of the Vice Provost for Research   (Site not responding. Last check: 2007-11-03)
He first worked as a research chemist at the Japanese chemical fiber producer, Teijin, Ltd. From 1960 to 1963, while a Fulbright scholar, Negishi earned a Ph.D. in organic chemistry from the University of Pennsylvania.
After receiving his doctorate, Negishi resumed his post at Teijin in Japan, but returned to the United States in 1966 for post-doctoral work in organoborane chemistry at Purdue University.
After holding a series of academic positions at Syracuse and Purdue, Negishi became a chemistry professor at Purdue in 1979, the position he still holds.
www.purdue.edu /research/vpr/funding/negishi.html   (708 words)

  
 University of California, Santa Cruz Chemistry Department   (Site not responding. Last check: 2007-11-03)
Current emphasis is centered in the areas of organometallics, heteroatom stabilized carbanions, and imine intermediates.
An additional research area includes the utilization of organoboranes for natural products synthesis.
Here the focus is on the synthesis of chains of stereogenic centers that can fit into known routes to significant natural products.
www.chemistry.ucsc.edu /singaram_b.html   (259 words)

  
 Organometallic chemistry - Wikipedia, the free encyclopedia
The term "metal" is defined deliberately broadly in this context and may include elements, such as silicon, arsenic or boron, which are not metallic but are considered to be metalloids such as the organoborane triethylborane (Et B) or the organosilicon compound tetramethylsilane (Me Si, TMS).
There is also the group of poor metal elements such as aluminium that form trialkylaluminiums, and aluminoxanes which are important parts of Ziegler-Natta catalysts.
Period 2 elements: organolithium chemistry, organoberyllium chemistry, organoborane chemistry,
en.wikipedia.org /wiki/Organometallic   (585 words)

  
 [No title]
Stereoselective thermic migration and remote C-H activation of tertiary organoboranes.
We have therefore performed a series of experiments, which clearly prove the proposed pathway A. Firstly, we have prepared the isomeric alkene 13 and have submitted it to the hydroboration conditions used for the conversion of 4 to 5 (BH3·THF (3 equiv), 50 °C, 12 h).
This diol 15 is clearly the resulting oxidation product of the cyclic organoborane 10 postulated in the pathway A. The relative stereochemistry of 6 and 15 was established by X-ray analysis.
www.mariecurie.org /annals/volume2/varela.doc   (2326 words)

  
 Prof. David Baker
Two of these compounds, for example, were derived from plant sources.
Our synthetic work, which involved enantioselective synthesis with organoborane reagents, has permitted the evaluation of all four stereoisomers and the development of a series of synthetic analogues that are structurally simplified and easier to synthesize.
Another project, the total synthesis of an antianginal agent, hongconin, which is a drug from Chinese herbal medicine, makes use of a sugar as a source of the chiral centers in the drug.
www.chem.utk.edu /baker.html   (534 words)

  
 Genome Science & Technology Graduate Program of The University of Tennessee and the Oak Ridge National Laboratory
Our research efforts are focused on developing new synthetic methods.
We utilize organometallic reagents extensively and have a continuing interest in organoborane chemistry.
A special emphasis is placed on reactions which can be utilized to incorporate short-lived, positron emitting isotopes of use in modern imaging techniques such as positron emission tomography (PET).
bio.lsd.ornl.gov /htbiomed/staff/kabalka.html   (470 words)

  
 Albion College Chemistry Research
Development of new synthetic methods using supported oxidizing agents and organoboranes.
Virginia Cangelosi ('05); Cliff Harris (advisor): New green organoborane oxidations.
Dana Sauter ('05); Christopher Rohlman (advisor) Structural analysis of PI-P2 and P456 domains of the Anabaena group I intron.
www.albion.edu /chemistry/resrch.asp   (764 words)

  
 [No title]   (Site not responding. Last check: 2007-11-03)
The most useful compounds are borane (BH3) and the organoboranes.
Choice of organoborane in this reaction is important as thexylborane has been observed to migrate so the use of bromoborane (Br2BH) is preferred to Rb2BH.
They can be prepared by reaction of organoborane with a grignard reagent or by direct hydroboration of a substituted allene.
www.chem.leeds.ac.uk /People/CMR/labstuff/litreviews/boronchemistry.doc   (1355 words)

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