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*  Boranes
The larger boranes all consist of boron clusters that are polyhedral. In addition to the charge-neutral boranes, a large number ... PSEPT (Wades rules) can be used to predict the structures of boranes. Interest in boranes increased during World War II due to ... Borane, BH3, a highly reactive and rarely observed borane. Diborane, B2H6 Tetraborane, B4H10 Pentaborane-[9], B5H9 Decaborane-[ ... It is the precursor to the higher boranes. It has been studied extensively. The higher boranes are thought to arise via thermal ...
*  Dehydrogenation of amine-boranes
... or dehydrocoupling of amine-boranes is a chemical process in main group and organometallic ... 5 rather than the typically seen cyclic dimers from other amine-borane dehydrogenations. When catalyzing ammonia-borane ... Secondary amine-boranes dehydrogenate to form cyclic dimers, or monomeric aminoboranes in the case of more bulky groups on the ... Ammonia borane has attracted particular interest due to its high weight percent of hydrogen (19.6%). Dehydrogenation occurs in ...
*  Borane
Since borane dimerises, reactions requiring borane as opposed to diborane(6) must be carried out using a borane adduct. Borane ... Borane is a strong Lewis acid, able to capture one Lewis base. A stability sequence for several common adducts of borane, which ... Borane is both the simplest member of the boranes, and the prototype of the monoboranes. The structure of BH3 is trigonal ... Borane's conjugate acid is boranylium (BH+ 2). An aqueous solution contains only a portion of borane moeities that are ...
*  Reactions of organoborates and boranes
1) Hydroboration of alkenes or alkynes is an efficient method for the generation of boranes; however, the use of borane (BH3) ... Two of the three alkyl groups attached to the borane may be converted to halide in the presence of excess base, but the use of ... Boranes are most commonly prepared by hydroboration of alkenes or alkynes. The choice of boron-containing reagent is often ... Boranes alone are generally not nucleophilic enough to transfer an alkyl group to an electrophilic center. However, after ...
*  Borane dimethylsulfide
... (BMS) is a complexed borane reagent that is used for hydroborations and reductions. The advantages of ... Boranes add to alkenes in an anti-Markovnikov fashion and allow conversion of alkynes to the corresponding cis-alkenes. BMS has ... In contrast, borane.THF requires sodium borohydride to inhibit reduction of THF to tributyl borate. BMS is soluble in most ... Borane dimethylsulfide is one of the most common bulk reducing agents used in the Corey-Itsuno reduction. The dimethylsulfide ...
*  Borane carbonyl
... is the inorganic compound with the formula H3BCO. This colorless gas is the adduct of borane and carbon ... It is usually prepared by combining borane-ether complexes and CO. The compound is mainly of theoretical and pedagogical ... borane. Structure and Bonding in L-B(C6F5)3 Complexes". Organometallics. 18: 1724-1735. doi:10.1021/OM981033E. CS1 maint: Uses ...
*  Alpine borane
R-Alpine-Borane and S-Alpine-Borane at Sigma-Aldrich M. Mark Midland "B-3-Pinanyl-9-borabicyclo[3.3.1]nonane" in Encyclopedia ... Alpine borane is the commercial name for an organoboron compound that is used in organic synthesis. It is a colorless liquid, ... A range of alkyl-substituted borane are specialty reagents in organic synthesis. Two such reagents that are closely related to ... even deutero aldehydes in what is known as the Midland Alpine Borane Reduction, or simply the Midland Reduction: C8H12B-pinanyl ...
*  Ammonia borane
Additionally, many complexes of borane have been prepared, including borane dimethylsulfide (Me2S→BH3) and borane- ... Borane trimethylamine (Me3N→BH3) Borane isopropylamine (iPrNH2→BH3) The first amine adduct of borane was derived from ... Ammonia borane is the main product when an adduct of borane is employed in place of diborane: BH3(THF) + NH3 → BH3NH3 + THF The ... Ammonia borane has been suggested as a storage medium for hydrogen, e.g. for when the gas is used to fuel motor vehicles. It ...
*  Borane-tetrahydrofuran
Borane dimethylsulfide Ammonia borane Borane tert-butylamine complex amine borane complex Marek Zaidlewicz, Herbert C. Brown, ... Borane-tetrahydrofuran is a dipolar bond complex composed of borane and tetrahydrofuran (THF). These solutions are used for ... The following organoboron reagents are prepared from borane-THF: 9-borabicyclo[3.3.1]nonane, Alpine borane, ... It is also used as a source of borane (BH3) for the formation of adducts. The solution is highly sensitive to air, requiring ...
*  Borane tert-butylamine
... (TBAB) is an amine borane complex derived from tert-butylamine and borane. It is a colorless solid. The ... Ammonia borane Nöth, Heinrich; Beyer, Hasso; Vetter, Hans-Joanchim (1964). "Beiträge zur Chemie des Bors, XXV. Bis(amin)- ... "t-Butylamine Borane (TBAB)" (PDF). Technical Datasheet. BASF. [permanent dead link]. ...
*  Tris(pentafluorophenyl)borane
... is a key reagent leading to the concept of frustrated Lewis pairs. The combination of BCF and ... Tris(pentafluorophenyl)borane, sometimes referred to as "BCF", is the chemical compound (C6F5)3B. It is a white, volatile solid ... Tris(pentafluorophenyl)borane is also capable of abstracting hydride to give [(C6F5)3BH]−, and it catalyzes hydrosilylation of ... Tris(pentafluorophenyl)borane is prepared using a Grignard reagent derived from bromopentafluorobenzene. 3C6F5MgBr + BCl3 → ( ...
*  Midland Alpine borane reduction
The Alpine borane can be synthesized by refluxing alpha-pinene and 9-BBN in THF. While both enantiomers of alpine borane are ... The Midland Alpine Borane Reduction, or simply the Midland Reduction, allows for the asymmetric reduction of carbonyls ( ... The stereochemical control comes from coordination of the bulky borane to the carbonyl, followed by hydride transfer opposite ...
*  Pentaborane(11)
Boranes. Science.marshall.edu. Retrieved 2014-10-02.. ...
*  Hydroboration-oxidation reaction
In order to prevent hydroboration across both the pi-bonds, a bulky borane like disiamyl (di-sec-iso-amyl) borane is used. ... In the first step, borane (BH3) adds to the double bond, transferring one of the hydrogen atoms to the carbon adjacent to the ... Alkyl migration to oxygen gives the alkyl borane with retention of stereochemistry (in reality, the reaction occurs via the ... Hawthorne, M. F. (1961). "Amine Boranes. VIII. The Hydroboration of Terminal Olefins, Dienes and Terminal Acetylenes with ...
*  Octadecaborane
Among the geometric isomers, one with chirality was the first borane to be resolved into its separate enantiomers, and was only ... Octadecaborane is an inorganic compound, a borane with chemical formula B18H22. It is a colorless flammable solid, like many ... Heřmánek, S.; Plešek, J. (1970). "Chemistry of boranes. XXI. Resolution of iso-octadecaborane to optical enantiomers". ... This compound was the first borane found to have multiple isomeric forms. ...
*  9-Borabicyclo(3.3.1)nonane
The steric demand of 9-BBN greatly suppresses the formation of the 2-substituted isomer compared to the use of borane. Brown, H ... 9-BBN is also known by its nickname 'banana borane'. This is because rather than drawing out the full structure, chemists often ... 5-cyclooctadiene and borane usually in ethereal solvents, for example: The compound is commercially available as a solution in ... C. (1975). Organic Syntheses via Boranes. New York: John Wiley & Sons. ISBN 0-471-11280-1. Stix, Gary. "The Straight Dope: A Q& ...
*  Methyldiborane
This will strip off borane to combine with the Lewis base, and let two methyl borane molecules dimerise. Methyldiborane can ... and can be imagined as methyl borane (CH3BH2) bound to borane (BH3). Other combinations of methylation occur on diborane, ... As with other boranes it exists in the form of a dimer with a twin hydrogen bridge that uses three-center two-electron bonding ... A gas chromatograph can be used to determine the amounts of the methyl boranes in a mixture. The order they pass through are ...
*  Hydride
Brown, H. C. (1975). Organic Syntheses via Boranes. New York: John Wiley & Sons. ISBN 0-471-11280-1. A. Dedieu (Editor) ... borane, BH3 aluminium: alumane, AlH3 gallium: gallane, GaH3 indium: indigane, InH3 thallium: thallane, TlH3 carbon: alkanes, ... also borane, pentaborane and decaborane arsine: used for doping semiconductors stibine: used in semiconductor industry ...
*  1,2-Dimethyldiborane
More methylated boranes are less stable. 1,2-Dimethyldiborane slowly converts to 1,1-dimethyldiborane. Methylborane hydrolyzes ... Isadore Shapiro, C. O. Wilson, J. F. Ditter, W. J. Lehmann (1961). Borax to Boranes (PDF). Advances in Chemistry Series. 32. ... By treating monomethyldiborane with ether, dimethyl ether borane (CH3)2O.BH3 leaving methylborane which rapidly dimerises to 1, ... by Borane: the Intimate Mechanism of an Alkyl Transfer Reaction". Journal of the American Chemical Society. 104 (9): 2361-2365 ...
*  Diborane
It reacts with ammonia to form the diammoniate of diborane, DADB, with lesser quantities of ammonia borane depending on the ... further confirmed the molecular structure of boranes using X-ray crystallography in the 1950s, and developed theories to ... H. C. Brown (1975). Organic Synthesis via Boranes. New York: John Wiley. ISBN 0-471-11280-1. International Chemical Safety Card ...
*  E. D. Jemmis
The latter involved an extension of the Wade's Rules for polyhedral boranes to macropolyhedral boranes and the Huckel 4n+2 Rule ... The Jemmis mno rules for polyhedral boranes have found a place in textbooks and are being taught in Inorganic Chemistry Courses ... Shameema, O.; Jemmis E. D. (2008). "Orbital Compatibility in the Condensation of Polyhedral Boranes". Angew. Chem. Int. Ed. 47 ... Jemmis, E. D.; Balakrishnarajan M. M. (2001). "Polyhedral Boranes and Elemental Boron: Direct Structural Relations and Diverse ...
*  Polyhedral skeletal electron pair theory
... the higher boranes and borane anions, and various transition-metal carbonyl cluster compounds". J. Chem. Soc. D. 1971: 792-793 ... as is the case for many boranes and carboranes. For such clusters, the structures are based on deltahedra, which are polyhedra ... provides electron counting rules useful for predicting the structures of clusters such as borane and carborane clusters. The ... A Graph-Theoretical Interpretation of the Bonding Topology in Polyhedral Boranes, Carboranes, and Metal Clusters". J. Am. Chem ...
*  Heteroborane
... s are classes of boranes, at least one boron atom is replaced by another element. Like many of the related boranes ... Carborane Azaborane "Polyhedral Boranes" (PDF). Mit. Retrieved 22 December 2016. ...
*  Jemmis mno rules
Jemmis mno rule provides the relationship between polyhedral boranes, condensed polyhedral boranes and β-rhombohedral boron. ... the higher boranes and borane anions, and various transition-metal carbonyl cluster compounds". J. Chem. Soc. D (15): 792. doi: ... Jemmis mno rule is an extension of Wade's rule, generalized to include condensed polyhedral boranes as well. The first ... They were formulated by Eluvathingal Devassy Jemmis to explain the structures of condensed polyhedral boranes such as B20H16, ...
*  Dodecaborate
Formally it can be derived from a hypothetical borane called dodecaborane B12H14. It is isoelectronic in structure with the ... Another high yield method heats triethylamine borane with diborane at a temperature of 180 °C. Yet another heats pentaborane at ... Kiremire E. M. (2014). Numerical Sequence of Borane Series. Orient J Chem ;30(3). Lipping, Lauri; Leito, Ivo; Koppel, Ivar; ... Miller, H. C.; Muetterties, E. L. (1967). "Borane Anions". Inorganic Syntheses. Inorganic Syntheses. 10: 81-91. doi:10.1002/ ...