The Preparation and Some Properties of Hydrides of Elements of the Fourth Group of the Periodic System and of their Organic Derivatives

Finholt, A. E.; Bond, Arthur C.; Wilzbach, K. E.; Schlesinger, H. I.

doi:10.1021/ja01203a041

Cited by 296 publications

(106 citation statements)

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“…The other metastable dissociations are similar and have nearly equal probability III diborane and diborane-d6• The formula BlOB llD2++ is unambiguou ly assign ed to the ion appearing at m je= 12.5 in tb e diborane-d 6 sp ectrum. The similarity of relative abundance of this p eak and the doubl T charged ion appearing in diborane at m je= 1l.5 suggests an unique interpretation of the latter that is not Mass Spectra of Diborane-d 6 and Ethane-d 6 possible from the B2H6 s pectrum alone. From the foregoing, it is probable but not certain that the doubly charged peak in B2H6 has the formula BIOBllH2++ analogous to the doubly charged ion in B2D 6 • The part of the B2D5H spectrum that contains protium atoms has been included in tabl e 3.…”

Section: Discussionmentioning

confidence: 86%

Mass spectra of diborane-d6 and ethane-d6

Dibeler¹,

Mohler²,

Williamson³

1950

J. RES. NATL. BUR. STAN.

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The comple te mass spectra of B2D6 and C2D6 and t he partial spectrum of B2DSH h ave been obtained for ioni zin g voltages of 50 volts and 70 volts. An analytical procedure is given for deriving the contribu tion of all ions containing a hydrogen atom from the polyisotopic spectrum of a m ixture of B2D6 and B2DsH . A comparison of spectra of B2D6 and B2H6 and of C2D6 an d C2H6 indi cates that substitution of deuterium for hydrogen has only a sli gh t effect on t he di ssociation probabilities in dibor ane and ethane. An excep tion is t he occurren ce of a metastable t ran it ion in B2D6 that does not occur in B2Hij viz B2DS+ ...... B2D3++ 2D .S im ple statistical consid erations, based upon the assumption of equal probabi lities for t he removal of a deuterium or a protium , g ive a di ssociatio ll pattern that differs by more t han experimental error fr om th at observed .

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Section: Discussionmentioning

confidence: 86%

Mass spectra of diborane-d6 and ethane-d6

Dibeler¹,

Mohler²,

Williamson³

1950

J. RES. NATL. BUR. STAN.

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“…Gas chromatographic separations were carried out on an Aerograph model A-700 Autoprep instrument with helium as carrier gas. Trimethyltin hydride and dimethyltin dihydride were prepared by the procedure of Finholt et al (22), using 11-butyl ether as solvent. Trimethyl(perfluorovinyl)silane and dimethylbis(perfluoroviny1)silane were prepared by the method of Tarrant and Oliver (23) in 50 and44% yields respectively.…”

Section: Methodsmentioning

confidence: 99%

Reactions of organotin compounds. VIII. The reactions of tin hydrides with perfluorovinyl silicon compounds

Akhtar¹,

Clark²

1968

Can. J. Chem.

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The reactions of trimethyltin hydride and dimethyltin dihydride with (CH3)3SiCF=CFZ and (CH3),-Si(CF=CF2)2 respectively have been investigated. Under thermal conditions, reaction led to organotin fluorides and fluorovinyl-silanes. However, under ultraviolet irradiation at 2 5 O , addition products were isolated of which (CH3)3SiCFHCF2Sn(CH3)3 and (CH3)3SiCF[Sn(CH3)3]CFzH were fully characterized. Evidence is presented which shows that these addition products are formed by a free radical process and that their decomposition to organotin fluorides and fluorovinyl-silanes proceeds 11io a b-fluorine elimination. Spectroscopic data are presented for a number of new organo-silanes.

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“…We were interested in the use of borohydride exchange resin (BER) in the laboratory and found that BER is a more convenient reducing agent than sodium borohydride itself. It reduces aldehydes selectively in the presence of ketones (2) and reduces carbonyl compounds selectively without affecting ester, amide, nitrile, carbon-carbon multiple bond, or sulfoxide functionalities (3). Moreover, since boron moieties stay on the resin, a simple filtration of resin gives essentially pure products in most cases."…”

Section: Borohydride Exchange Resin (Ber)mentioning

confidence: 99%

Selective reduction of organic compounds with aluminum and boron hydrides

Yoon¹

1996

Pure and Applied Chemistry

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Several new selective reductions of organic compounds using complex metal hydrides and hydride reducing systems are discussed. Sodium diethylpiperidinoaluminate is an excellent agent for the partial reduction of esters to the corresponding aldehydes. Borohydride exchange resin (BER) is a convenient reagent for the chemoselective reduction of carbonyl compounds and also for reductive amination. BER-N$B has proved to be an excellent chemoselective reducing agent for olefins, halides, azides, and nitro compounds in the presence of many functional groups such as epoxides, esters, amides, and nitriles. On the other hand, BER-Cu is a reagent of choice for the reduction of a,kunsaturated acid derivatives and amine N-oxides.The discovery of sodium borohydride' in 1942 and of lithium aluminum hydride' in 1945 brought about a revolutionary change in procedures utilized for the reduction of functional groups in organic molecules. However, NaBH, is a very mild reducing agent which reduces only aldehydes, ketones, and acyl chlorides, whereas LiAM, is an exceedingly powerful reducing agent, capable of reducing practically all organic functional g r o~p s .~ In order to find more selective reducing agents, considerable efforts have been made to modify these two extremes for more than forty years? Many new metal hydrides have been prepared, studies of the reducing characteristics of these hydrides have developed a number of selective reduction methods valuable to organic synthesis. Among them, several recent developments in our laboratory are discussed in this conference.

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The Preparation and Some Properties of Hydrides of Elements of the Fourth Group of the Periodic System and of their Organic Derivatives

Cited by 296 publications

References 0 publications

Mass spectra of diborane-d6 and ethane-d6

Mass spectra of diborane-d6 and ethane-d6

Reactions of organotin compounds. VIII. The reactions of tin hydrides with perfluorovinyl silicon compounds

Selective reduction of organic compounds with aluminum and boron hydrides

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