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dc.contributor.authorFrech, Christian M.-
dc.contributor.authorShimon, Linda J. W.-
dc.contributor.authorMilstein, David-
dc.date.accessioned2018-09-12T14:10:26Z-
dc.date.available2018-09-12T14:10:26Z-
dc.date.issued2007-
dc.identifier.issn0947-6539de_CH
dc.identifier.issn1521-3765de_CH
dc.identifier.urihttps://digitalcollection.zhaw.ch/handle/11475/10487-
dc.description.abstractThe PCP-Rh(I) complex 1a based on the [1,3-phenylenebis(methylene)]bis(diisopropylphosphine) ligand reacts with [diazo(phenyl)methyl]trimethylstannane (2) at room temperature to give novel pincer-type phenyl(dimethylstannyl)methylene]hydrazinato complex 3a. The reaction sequence involves a unique combination of Sn-C bond cleavage, C-C bond formation, C-H activation and intramolecular deprotonation of a rhodium hydride intermediate, which results in methylene transfer from an SnMe group to the pincer system and PCP-chelate expansion. A methylene-transfer reaction was also demonstrated with tetramethyltin as the methylene source in the presence of KOC(CH(3))(3) at room temperature. The resulting unstable "chelate-expanded" Rh(I) complex [(C(10)H(5)(CH(2)PiPr(2))(2))(CH(2))Rh(L)] (L=N(2), THF; 4a) was isolated as its carbonyl derivative 5a. Heating 4a in benzene yielded an equimolar amount of toluene and 1a, which demonstrates the ability of the Rh(I) pincer complex to extract a methylene group from an unactivated alkyl tin substrate and transfer it, via C-C followed by C-H activation, to an arene. Use of fluorobenzene resulted in formation of fluorotoluene. Catalytic methylene-group transfer mediated by 1a was not possible, because of formation of o-xylylene complex 8 under the reaction conditions. Steric parameters play a decisive role in the reactivity with tin compounds; while iPrP derivative 1 a underwent facile reactions, tBuP complex 1b was inert.de_CH
dc.language.isoende_CH
dc.publisherWileyde_CH
dc.relation.ispartofChemistry - A European Journalde_CH
dc.rightsLicence according to publishing contractde_CH
dc.subject.ddc540: Chemiede_CH
dc.titleMethylene transfer from SnMe groups mediated by a rhodium(I) pincer complex: Sn-C, C-C, and C-H bond activationde_CH
dc.typeBeitrag in wissenschaftlicher Zeitschriftde_CH
dcterms.typeTextde_CH
zhaw.departementLife Sciences und Facility Managementde_CH
dc.identifier.doi10.1002/chem.200700320de_CH
dc.identifier.pmid17610224de_CH
zhaw.funding.euNode_CH
zhaw.issue26de_CH
zhaw.originated.zhawNode_CH
zhaw.pages.end7509de_CH
zhaw.pages.start7501de_CH
zhaw.publication.statuspublishedVersionde_CH
zhaw.volume13de_CH
zhaw.publication.reviewPeer review (Publikation)de_CH
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Frech, Christian M., Shimon, Linda J.  W., & Milstein, D. (2007). Methylene transfer from SnMe groups mediated by a rhodium(I) pincer complex: Sn-C, C-C, and C-H bond activation. Chemistry - A European Journal, 13(26), 7501–7509. https://doi.org/10.1002/chem.200700320
Frech, Christian M., Shimon, Linda J. W. and Milstein, D. (2007) ‘Methylene transfer from SnMe groups mediated by a rhodium(I) pincer complex: Sn-C, C-C, and C-H bond activation’, Chemistry - A European Journal, 13(26), pp. 7501–7509. Available at: https://doi.org/10.1002/chem.200700320.
Christian M. Frech, Linda J.  W. Shimon, and D. Milstein, “Methylene transfer from SnMe groups mediated by a rhodium(I) pincer complex: Sn-C, C-C, and C-H bond activation,” Chemistry - A European Journal, vol. 13, no. 26, pp. 7501–7509, 2007, doi: 10.1002/chem.200700320.
FRECH, Christian M., Linda J. W. SHIMON und David MILSTEIN, 2007. Methylene transfer from SnMe groups mediated by a rhodium(I) pincer complex: Sn-C, C-C, and C-H bond activation. Chemistry - A European Journal. 2007. Bd. 13, Nr. 26, S. 7501–7509. DOI 10.1002/chem.200700320
Frech, Christian M., Linda J. W. Shimon, and David Milstein. 2007. “Methylene Transfer from SnMe Groups Mediated by a rhodium(I) Pincer Complex: Sn-C, C-C, and C-H Bond Activation.” Chemistry - A European Journal 13 (26): 7501–9. https://doi.org/10.1002/chem.200700320.
Frech, Christian M., et al. “Methylene Transfer from SnMe Groups Mediated by a rhodium(I) Pincer Complex: Sn-C, C-C, and C-H Bond Activation.” Chemistry - A European Journal, vol. 13, no. 26, 2007, pp. 7501–9, https://doi.org/10.1002/chem.200700320.


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