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Relevant bibliographies by topics / Grignard reagents

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Academic literature on the topic 'Grignard reagents'

Author: Grafiati

Published: 4 June 2021

Last updated: 10 March 2023

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Journal articles on the topic "Grignard reagents"

1

Narayanaperumal, Senthil, Ricardo S. Schwab, Wystan K. O. Teixeira, and Danilo Yano de Albuquerque. "Recent Advances in the Synthesis of Enantiomerically Enriched Diaryl, Aryl Heteroaryl, and Diheteroaryl Alcohols through Addition of Organometallic Reagents to Carbonyl Compounds." Synthesis 52, no. 13 (March 16, 2020): 1855–73. http://dx.doi.org/10.1055/s-0039-1690847.

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Enantiomerically enriched diaryl, aryl heteroaryl, and diheteroaryl alcohols are an important family of compounds known for their biological properties. Moreover, these molecules are highly privileged scaffolds used as building blocks for the synthesis of pharmaceutically relevant products. This short review provides background on the enantioselective arylation and heteroarylation of carbonyl compounds, as well as, the most significant improvements in this field with special emphasis on the application of organometallic reagents.1 Introduction2 Background on the Enantioselective Synthesis of Diaryl, Aryl Heteroaryl, and Diheteroaryl Alcohols3 Organozinc Reagents4 Organolithium Reagents5 Grignard Reagents6 Organoaluminum Reagents7 Organotitanium Reagents8 Organobismuth Reagents9 Miscellaneous10 Conclusion

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Fujdala, Kyle L., David W. K. Gracey, Erica F. Wong, and Kim M. Baines. "The addition of organometallic reagents to tetramesityldigermene." Canadian Journal of Chemistry 80, no. 11 (November 1, 2002): 1387–92. http://dx.doi.org/10.1139/v02-128.

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The thermolysis and photolysis of hexamesitylcyclotrigermane in the presence of ethylmagnesium bromide has been investigated. Under photochemical conditions, ethyldimesitylgermane, 1,2-diethyl-1,1,2-trimesityldigermane and ethyl-1,1,2,2-tetramesityldigermane were isolated and, under thermal conditions, 1,2,2-triethyl-1,1-dimesityl digermane and 2,2-diethyl-1,1,1-trimesityldigermane were isolated. The photolysis of hexamesitylcyclotrigermane in the presence of methyllithium has also been investigated. In both cases, the organometallic reagent adds to tetramesityl digermene and dimesitylgermylene formed by photochemical or thermal cleavage of the cyclotrigermane. In the case of the addition of the Grignard reagent, the resulting germyl Grignard reagent undergoes a facile ligand exchange reaction.Key words: digermene, germylene, Grignard reagents, alkyllithium reagents, germylmagnesium compounds, germyllithium compounds.

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Clark, Peter D., Russell S. Mann, and Kevin L. Lesage. "Reactions of dimethyl polysulfides with organomagnesium reagents." Canadian Journal of Chemistry 70, no. 1 (January 1, 1992): 29–33. http://dx.doi.org/10.1139/v92-006.

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Reactions of a mixture of dimethyl polysulfides (DMPS, CH3SxCH3, x = 3 – 8) with methyl- and phenylmagnesium halides are described. The type of product obtained was dependent on the molar ratio of DMPS to Grignard reagent. When a 6:1 methyl-Grignard to DMPS ratio was used, methanethiol and dimethyl sulfide were the major products obtained after acidification of the reaction mixture. Lesser quantities of methyl-Grignard favored the formation of dimethyl sulfide, dimethyl disulfide, and H2S. Experiments with a 6:1 phenylmagnesium bromide to DMPS ratio produced benzenethiol and phenylmethyl sulfide as major products after acidification. No methanethiol was observed in these experiments. Mixtures of phenylmethyl mono-, di-, and trisulfides and H2S were obtained with a 3:1 Grignard/DMPS molar ratio. From a mechanistic viewpoint, product distributions obtained from reaction of Grignard reagents with DMPS can be explained by the formation of magnesium thiolates that are most readily stabilized by adjacent structures. Experiments using phenyl Grignard reagent in limited supply suggested that the internal sulfur atoms of the polysulfide chains were most reactive. Keywords: organic polysulfides, Grignard reagents.

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El-Aal, Abd, and Ali Khalaf. "Modern Friedel-Crafts chemistry: Part 36. Facile synthesis of some new pyrido[3,2,1-jk]carbazoles via Friedel-Crafts cyclialkylations." Journal of the Serbian Chemical Society 78, no. 5 (2013): 611–19. http://dx.doi.org/10.2298/jsc120520098a.

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An efficient methodology for the synthesis of novel substituted pyrido[3,2,1-jk]carbazole via Friedel-Crafts cyclialkylations is reported. The methodology was realized by three-step protocol involved the addition of carbazole to 3-methylcrotononitrile. The resulted nitrile was hydrolyzed to desired ester, followed by addition of Grignard reagents to afford tertiary alcohols and/or reacted directly with different Grignard reagent to form the desired ketones. The later ketones were converted to both secondary and tertiary alcohols by reduction with LAH and addition of Grignard reagents respectively. These carbinols were cyclialkylated under Friedel-Crafts conditions catalyzed by AlCl3/CH3NO2, PTSA and PPA to give tri-and tetrasubstituted pyrido[3,2,1-jk]carbazole.

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5

Bell, KH, and LF Mccaffery. "Use of Menthyl 2-Methoxynaphthalene-1-sulfinates in the Andersen Synthesis of Optically Active Sulfoxides. Facile Cleavage by Grignard Reagents of Some Aromatic Methyl Ethers." Australian Journal of Chemistry 47, no. 10 (1994): 1925. http://dx.doi.org/10.1071/ch9941925.

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The pure crystalline diastereomers (1R,2S,5R)-menthyl (R)- and (S)-2-methoxynaphthalene-1-sulfinate (1b) have been prepared and, by reaction with Grignard reagents (the Andersen procedure), converted into optically active alkyl and aryl 2-methoxynaphthyl sulfoxides in 67-77% yields. Use of an excess of Grignard reagent results in facile O-alkyl cleavage of the methoxy group to the corresponding naphthol or a competing loss of the alkyl- or aryl- sulfinyl group to form 2-methoxynaphthalene. Pure diastereomers of menthyl 2,7- dimethoxynaphthalene-1-sulfinate (2b) and menthyl 4-methoxynaphthalene-1-sulfinate (3b) have also been prepared and their reactions with Grignard reagents have been studied.

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6

Yorimitsu, Hideki, and Koichiro Oshima. "New synthetic reactions catalyzed by cobalt complexes." Pure and Applied Chemistry 78, no. 2 (January 1, 2006): 441–49. http://dx.doi.org/10.1351/pac200678020441.

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Without suffering from β-elimination, cobalt complexes allow cross-coupling reactions of alkyl halides with Grignard reagents. A combination of a cobalt complex and trimethylsilylmethyl Grignard reagent effects Mizoroki-Heck-type reaction of alkyl halide with styrene, which conventional palladium catalysts have never made possible. Cobalt exhibits intriguing catalytic activities on hydrophosphination and allylzincation of alkynes. Silylmethylcobalt reagent is a powerful tool for the synthesis of highly silylated ethenes.

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7

Caillé, Julien, Fatma Boukattaya, Fabien Boeda, Morwenna S. M. Pearson-Long, Houcine Ammar, and Philippe Bertus. "Successive addition of two different Grignard reagents to nitriles: access to α,α-disubstituted propargylamine derivatives." Organic & Biomolecular Chemistry 16, no. 9 (2018): 1519–26. http://dx.doi.org/10.1039/c7ob03047a.

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8

Seyferth, Dietmar. "The Grignard Reagents." Organometallics 28, no. 6 (March 23, 2009): 1598–605. http://dx.doi.org/10.1021/om900088z.

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Tjurina, Ljudmila A., Vladimir V. Smirnov, Gennadii B. Barkovskii, Eugenii N. Nikolaev, Stanislav E. Esipov, and Irina P. Beletskaya. "Cluster Grignard Reagents." Organometallics 20, no. 12 (June 2001): 2449–50. http://dx.doi.org/10.1021/om0100380.

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Gilman, Henry, and A. P. Hewlett. "Furan grignard reagents." Recueil des Travaux Chimiques des Pays-Bas 51, no. 1 (September 3, 2010): 93–97. http://dx.doi.org/10.1002/recl.19320510107.

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Dissertations / Theses on the topic "Grignard reagents"

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Oswald, John Francis. "The mechanism of Grignard reagent formation." Thesis, Georgia Institute of Technology, 1987. http://hdl.handle.net/1853/27140.

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Genders, J. D. "The preparation of organolithium and Grignard reagents by electrolysis." Thesis, University of Southampton, 1985. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.356524.

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Sapountzis, Ioannis. "New Functionalized Grignard Reagents and their Applications in Amination Reactions." Diss., lmu, 2004. http://nbn-resolving.de/urn:nbn:de:bvb:19-24940.

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4

Bell, Amber. "A Modified Route to Cyclopenta[C]Thophenes Via Grignard Reagents." TopSCHOLAR®, 2007. http://digitalcommons.wku.edu/theses/963.

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The synthesis of cyclopenta[c]thiophenes is sparsely found in literature due to the several difficulties of their synthesis. Our research has shown that we could modify a previously known route to 1,3-disubstituted cyclopenta[c]thiophenes using traditional Grignard chemistry. Along the way we discovered the synthetic route we were using had several omissions. Therefore, we were required to completely fill in missing experimentals in order to obtain each cyclopenta[c]thiophene intermediate, in high purity and good yield. In addition, we were able to fully characterize via NMR, our intermediates which was found in the literature. Finally, we were able to show using 'H 13 and 13C NMR spectroscopy evidence of 5-alkyl-l,3-disubstituted cyclopenta[c]thiophenes by treating l,3-dimethyl-5,6-dihydro-4H-cyclopenta[c]thio-phene-5-one with an alkyl Grignard reagent. 1 A ser1i3e s of cyclopenta[c]thiophene intermediates will be presented along with their H and C NMR spectra. A discussion of cyclopenta[c]thiophene synthesis will be provided along with attempts to improve its experimental conditions. A paper has been submitted to Letters in Organic Chemistry to report our work.

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Tang, Xiaoping. "New Methodologies in Organic Synthesis using Grignard and Organoaluminium Reagents." Thesis, University of Nottingham, 2010. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.523491.

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6

Geurts, Koen. "Copper-catalysed asymmetric carbon-carbon bond formation using Grignard reagents." [S.l. : [Groningen : s.n.] ; University Library Groningen] [Host], 2008.

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7

Lin, Wenwei. "Preparation of Polyfunctionalized Grignard Reagents and their Application in Aryne Chemistry." Diss., [S.l.] : [s.n.], 2006. http://edoc.ub.uni-muenchen.de/archive/00006045.

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Fox, David J. "Asymmetric addition reactions." Thesis, University of Oxford, 1998. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.343039.

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9

Ikeda, Daiji. "Studies on reactions of alkyl Grignard reagents under iron-copper cooperative catalysis." 京都大学 (Kyoto University), 2009. http://hdl.handle.net/2433/126556.

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10

Reid, Gary Patrick. "Diastereoselective conjugate additions of Grignard reagents to homochiral fumarates derived from Oppolzer's sultam." Thesis, University of Glasgow, 2004. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.400696.

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Books on the topic "Grignard reagents"

1

1932-, Richey Herman G., ed. Grignard reagents: New developments. Chichester: Wiley, 2000.

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1957-, Silverman Gary S., and Rakita Philip E. 1944-, eds. Handbook of Grignard reagents. New York: Marcel Dekker, 1996.

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3

Chiu, Pauline. Reactions of stable silenes with grignard reagents. Ottawa: National Library of Canada, 1990.

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4

Silverman, Gary S., and Philip E. Rakita. Handbook of Grignard Reagents. CRC Press, 1996. http://dx.doi.org/10.1201/b16932.

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5

Silverman, Gary S., and Philip E. Rakita. Handbook of Grignard Reagents. Taylor & Francis Group, 1996.

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6

Richey, H. G. Grignard Reagents: New Developments. Wiley, 2000.

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Silverman, Gary S., and Philip E. Rakita. Handbook of Grignard Reagents. Taylor & Francis Group, 1996.

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8

Cahiez, Gerard, Catherine S. J. Cazin, Fabienne Fache, Bruno Figadere, Corinne Gosmini, Julien Legros, Alban Moyeux, et al. Grignard Reagents and Transition Metal Catalysts. Edited by Janine Cossy. De Gruyter, 2016. http://dx.doi.org/10.1515/9783110352726.

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9

Cossy, Janine. Grignard Reagents: Reactivity with Transition Metals. De Gruyter, Inc., 2015.

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10

(Editor), Larry J. Westrum, and Philip E. Rakita (Editor), eds. Handbook of Grignard Reagents, Second Edition (Chemical Industries Series). 2nd ed. CRC, 2015.

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Book chapters on the topic "Grignard reagents"

1

Nguyen, B. N., K. K. Hii, W. Szymański, and D. B. Janssen. "Grignard Reagents." In Stereoselective Synthesis 1 Stereoselective Reactions of Carbon—Carbon Double Bonds, 1. Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-201-00309.

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Parsons, A. F. "Using Grignard Reagents." In Alcohols, 1. Georg Thieme Verlag KG, 2008. http://dx.doi.org/10.1055/sos-sd-036-00143.

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Murphy, P. J. "With Grignard Reagents." In Fused Five-Membered Hetarenes with One Heteroatom, 1. Georg Thieme Verlag KG, 2001. http://dx.doi.org/10.1055/sos-sd-010-00406.

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Wood, M. E. "Using Grignard Reagents." In Compounds of Group 14 (Ge, Sn, Pb), 1. Georg Thieme Verlag KG, 2003. http://dx.doi.org/10.1055/sos-sd-005-00272.

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Crisp, G. T. "Using Grignard Reagents." In Compounds of Group 14 (Ge, Sn, Pb), 1. Georg Thieme Verlag KG, 2003. http://dx.doi.org/10.1055/sos-sd-005-00463.

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6

Singaram, Bakthan. "With Grignard Reagents." In Boron Compounds, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-006-00476.

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7

Hodgson, D. M., and P. G. Humphreys. "Using Grignard Reagents." In Alcohols, 1. Georg Thieme Verlag KG, 2008. http://dx.doi.org/10.1055/sos-sd-036-00532.

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8

Tang, Y., and X. L. Sun. "With Grignard Reagents." In Sulfur, Selenium, and Tellurium, 1. Georg Thieme Verlag KG, 2008. http://dx.doi.org/10.1055/sos-sd-039-00612.

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9

Evano, G. "Via Grignard Reagents." In Three Carbon-Heteroatom Bonds: Acid Halides; Carboxylic Acids and Acid Salts, 1. Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-020-00116.

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Jung, N., and S. Bräse. "By Grignard Reagents." In Nitro, Nitroso, Azo, Azoxy, and Diazonium Compounds, Azides, Triazenes, and Tetrazenes, 1. Georg Thieme Verlag KG, 2010. http://dx.doi.org/10.1055/sos-sd-041-00573.

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Conference papers on the topic "Grignard reagents"

1

Kilchenstein, K., Lucy Ziurys, Matthew Bucchino, and Jie Min. "ROTATIONAL SPECTROSCOPY OF ClZnCH3 (~X1A1): CHARACTERIZATION OF A MONOMERIC GRIGNARD-TYPE REAGENT." In 71st International Symposium on Molecular Spectroscopy. Urbana, Illinois: University of Illinois at Urbana-Champaign, 2016. http://dx.doi.org/10.15278/isms.2016.ri04.

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Burton, Mark, Lucy Ziurys, and Nazifa Tabassum. "STRUCTURE OF THE MODEL GRIGNARD-TYPE REAGENT ClZnCH3 (~X1A1) BY MILLIMETER-WAVE SPECTROSCOPY." In 2020 International Symposium on Molecular Spectroscopy. Urbana, Illinois: University of Illinois at Urbana-Champaign, 2020. http://dx.doi.org/10.15278/isms.2020.wj04.

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Taniya, Olga S., Leila K. Sadieva, Igor S. Kovalev, Albert F. Khasanov, Dmitry S. Kopchuk, Grigory V. Zyryanov, Vladimir L. Rusinov, and Oleg N. Chupakhin. "Pyrene-derived grignard reagent(s): Preparation and use in key carbonylation/carboxylation reactions." In PROCEEDINGS OF INTERNATIONAL CONFERENCE ON RECENT TRENDS IN MECHANICAL AND MATERIALS ENGINEERING: ICRTMME 2019. AIP Publishing, 2020. http://dx.doi.org/10.1063/5.0018849.

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Burton, Mark, Lucy Ziurys, and Nazifa Tabassum. "STRUCTURE OF THE MODEL GRIGNARD-TYPE REAGENT ClZnCH<sub>3</sub> (~X<sup>1</sup>A<sub>1</sub>) BY MILLIMETER-WAVE SPECTROSCOPY." In 2021 International Symposium on Molecular Spectroscopy. Urbana, Illinois: University of Illinois at Urbana-Champaign, 2021. http://dx.doi.org/10.15278/isms.2021.fk11.

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