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Main Group Metal Chemistry

Editor-in-Chief: Jurkschat, Klaus

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Volume 36, Issue 3-4


The 2,8-dioxa-5-aza-1-sila-bicyclo[]octane PhN(CH2CH2O)2SiH2 as reducing reagent: synthesis and molecular structure of PhN(CH2CH2O)2Sn

Thomas Zöller
  • Lehrstuhl für Anorganische Chemie II der Technischen Universität Dortmund, D-44221 Dortmund, Germany
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/ Michael Lutter
  • Lehrstuhl für Anorganische Chemie II der Technischen Universität Dortmund, D-44221 Dortmund, Germany
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/ Thorsten Berends
  • Lehrstuhl für Anorganische Chemie II der Technischen Universität Dortmund, D-44221 Dortmund, Germany
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/ Klaus Jurkschat
  • Corresponding author
  • Lehrstuhl für Anorganische Chemie II der Technischen Universität Dortmund, D-44221 Dortmund, Germany
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Published Online: 2013-04-04 | DOI: https://doi.org/10.1515/mgmc-2013-0008


The synthesis of the 2,8-dioxa-5-aza-1-stanna-bicyclo[]octane [PhN(CH2CH2O)2Sn]n (3) by a combined ligand exchange/redox reaction and independently by the reaction of tin(II)butoxide with N-phenyldiethanolamine is reported. Compound 3 was characterized by elemental analysis and single crystal X-ray diffraction analysis. In the solid state, it is a coordination polymer via intermolecular O→Sn interactions at O-Sn distances of 2.325 (3) and 2.379 (3) Å. The intramolecular N→Sn interactions at distances of 2.818 (3) and 3.096 (3) Å are rather weak.

Keywords: alkoxysilane; ethanolamine; stannabicyclooctane; tin alkoxide; X-ray crystallography


  • Amarego, W. L. F.; Chai, C. L. L. Purification of laboratory chemicals. 5th Edition. Butterworth-Heinemann: Oxford, 2003.Google Scholar

  • Aysin, R. R.; Leites, L. A.; Bukalov, S. S.; Khrustalev, V. M.; Borisova, I. V.; Zemlyansky, N. N.; Smirnov, A. Y.; Nechaev, M. S. Vibrational spectra and structural features of carbene analogs ElII(OCH2CH2NMe2)2 and ClElIIOCH2CH2NMe2 (ElII=Ge, Sn, Pb). Russ. Chem. Bull. 2011, 60, 69–80.Google Scholar

  • Berends, T.; Iovkova, L.; Bradtmöller, G.; Oppel, I.; Schürmann, M.; Jurkschat, K. LSn(OCH2CH2)2NR (L=lone pair, W(CO)5; R=Me, t-Bu). The molecular structures of 5-aza-2,8-dioxa-1-stannabicyclo[3.3.0]1.5octanes and their tungstenpentacarbonyl complexes. Z. Anorg. Allg. Chem. 2009, 635, 369–374.Web of ScienceGoogle Scholar

  • Berends, T.; Iovkova, L.; Tiekink, E. R. T.; Jurkschat, K. Bis{decacarbonylbis[[µ]-2,2’-(phenylimino)diethanolato]ditin(II)ditungsten(0)(2 Sn-W)} hexacarbonyltungsten(0). Acta Crystallogr., Sect. E: Struct. Rep. Online 2010, E66, m715–m716.Web of ScienceGoogle Scholar

  • Cea-Olivares, R.; García-Montalvo, V.; Moya-Cabrera, M. M. The importance of the transannular secondary bonding strength in the molecular structures of metallocanes of type [X(CH2CH2Y)2MRR′] and [X(CH2CH2Y)2M′R] (M=Ge(IV), Sn(IV), Pb(IV), M′=As(III), Sb(III) and Bi(III); X = NR″, O, S; Y=O, S). Coord. Chem. Rev. 2005, 249, 859–872.Google Scholar

  • Huang, M.; Kireenko, M. M.; Zaitsev, K. V.; Oprunenko, Y. F.; Churakov, A. V.; Howard, J. A. K.; Zabalov, M. V.; Lermontova, E. K.; Sundermeyer, J.; Linder, T.; et al. Stabilized germylenes based on dialkanolamines: synthesis, structure, chemical properties. J. Organomet. Chem. 2012, 706–707, 66–83.Web of ScienceGoogle Scholar

  • Iovkova-Berends, L.; Berends, T.; Dietz, C.; Bradtmöller, G.; Schollmeyer D.; Jurkschat, K. Syntheses, structures and reactivity of new intramolecularly coordinated tin alkoxides based on an enantiopure ephedrine derivative. Eur. J. Inorg. Chem. 2011, 24, 3632–3643.Web of ScienceGoogle Scholar

  • Iovkova-Berends, L.; Berends, T.; Zöller, T.; Bradtmöller, G.; Herres-Pawlis, S.; Jurkschat, K. Tin(II) and tin(IV) compounds with scorpion-shaped ligands – intramolecular N→Sn vs. intermolecular O→Sn coordination. Eur. J. Inorg. Chem. 2012a, 19, 3191–3199.CrossrefGoogle Scholar

  • Iovkova-Berends, L.; Berends, T.; Zöller, T.; Schollmeyer, D.; Bradtmöller, G.; Jurkschat, K. Trapping molecular SnBr2(OH)2 by tin alkoxide coordination: syntheses and molecular structures of [MeN(CH2CMe2O)2SnBr2]2·SnBr2(OH)2 and RN(CH2CMe2O)2SnL [R=Me, n-octyl; L=lone pair, Cr(CO)5, W(CO)5, Fe(CO)4, Br2]. Eur. J. Inorg. Chem. 2012b, 21, 3463–3473.CrossrefGoogle Scholar

  • Karlov, S. S.; Zaitseva, G. S., Germatranes and their analogs. Synthesis, structure, and reactivity. Chem. Heterocycl. Compd. 2001, 37, 1325–1357.Google Scholar

  • Kemmitt, T.; Hubert-Pfalzgraf, L. G.; Gainsford, G. J.; Richard, P. Cost efficient preparation of lead aminoalkoxides directly from lead(II) oxide. Inorg. Chem. Commun. 2005, 8, 1149–1153.Google Scholar

  • Krause, J.; Reiter, S.; Lindner, S.; Schmidt, A.; Jurkschat, K.; Schürmann, M.; Bradtmöller, G. Organotin catalysts for production of polyurethanes. DE 102008021980 A1, 2009.Google Scholar

  • Lutter, M.; Iovkova-Berends, L.; Dietz, C.; Jouikov, V.; Jurkschat, K. N-Aryl-substituted 5-aza-2,8-dioxasilabicyclo[]octanes: syntheses, molecular structures, DFT calculations and cyclovoltammetric studies. Main Group Met. Chem. 2012, 35, 41–52.Google Scholar

  • Mantina, M.; Chamberlin, A. C.; Valero, R.; Cramer, C. J; Truhlar, D. G. Consistent van der Waals radii for the whole main group. J. Phys. Chem. A, 2009, 113, 5806–5812.Web of ScienceGoogle Scholar

  • Mengmeng, H.; Karlov, S.; Zabalov, M.; Zaitsev, K.; Lemenovskii, D.; Zaitseva, G. Structures of germylenes and stannylenes with chelating ligands: a DFT study. Russ. Chem. Bull. 2009, 58, 1576–1580.Web of ScienceGoogle Scholar

  • Poirier, V.; Roisnel, T.; Sinbandhit, S.; Bochmann, M.; Carpentier, J.-F.; Sarazin, Y. Synthetic and mechanistic aspects of the immortal ring-opening polymerization of lactide and trimethylene carbonate with new homo- and heteroleptic tin(II)-phenolate catalysts. Chem. Eur. J. 2012, 18, 2998–3013.Web of ScienceCrossrefGoogle Scholar

  • Puri, J. K.; Singh, R.; Chahal, V. K. Silatranes: a review on their synthesis, structure, reactivity and applications. Chem. Soc. Rev. 2011, 40, 1791–1840.Google Scholar

  • Selina, A. A.; Karlov, S. S.; Zaitseva, G. S. Metallocanes of group 14 elements. 1. Derivatives of silicon and germanium. Chem. Heterocycl. Compd. 2006, 42, 1518–1556.Google Scholar

  • Selina, A. A.; Karlov, S. S.; Lermontova, E. K.; Zaitseva, G. S. Metallocanes of group 14 elements 2. Derivatives of tin. Chem. Heterocycl. Compd. 2007, 43, 813–834.Google Scholar

  • Sheldrick, G. M. A short history of SHELX. Acta Crystallogr., Sect. A 2008, 64, 112–122.Web of ScienceGoogle Scholar

  • Singh, A.; Mehrotra, R. C. Novel heterometallic alkoxide coordination systems of polyols (glycols, di- and tri-ethanolamines) derived from the corresponding homometallic moieties. Coord. Chem. Rev. 2004, 248, 101–118.Google Scholar

  • Verkade, J. G. Main group atranes: chemical and structural features. Coord. Chem. Rev. 1994, 137, 233–295.Google Scholar

  • Voronkov, M. G.; Baryshok, V. P.; Petukhov, L. P.; Rakhlin, V. I.; Mirskov, R. G.; Pestunovich, A. 1-Halosilatranes. J. Organomet. Chem. 1988, 358, 39–55.Google Scholar

  • Zeldin, M.; Gsell, R. Synthesis of 5-aza-2,8-dioxa-1-stannocyclooctane and N-organo substituted derivatives. Syn. React. Inorg. Metal-Org. Chem. 1976, 6, 11–19.Google Scholar

  • Zemlyansky, N. N.; Borisova, I. V.; Kuznetsova, M. G.; Khrustalev, V. N.; Ustynyuk, Y. A.; Nechaev, M. S.; Lunin, V. V.; Barrau, J.; Rima, G. New stable germylenes, stannylenes, and related compounds. 1. Stable germanium(II) and tin(II) compounds M(OCH2CH2NMe2)2 (M=Ge, Sn) with intramolecular coordination metal–nitrogen bonds. Synthesis and Structure. Organometallics 2003, 22, 1675–1681.CrossrefGoogle Scholar

  • Zöller, T.; Iovkova-Berends, L.; Dietz, C.; Berends, T.; Jurkschat, K. On the reaction of elemental tin with alcohols: a straightforward approach to tin(II) and tin(IV) alkoxides and related tinoxo clusters. Chem. Eur. J. 2011, 17, 2361–2364.Web of ScienceGoogle Scholar

  • Zöller, T.; Dietz, C.; Iovkova-Berends, L.; Karsten, O.; Bradtmöller, G.; Wiegand, A.-K.; Wang, Y.; Jouikov, V.; Jurkschat K. Novel stannatranes of the type N(CH2CMe2O)3SnX (X=OR, SR, OC(O)R, SP(S)Ph2, halogen). Synthesis, molecular structures, and electrochemical properties. Inorg. Chem. 2012, 51, 1041–1056.Google Scholar

About the article

Corresponding author: Prof. Dr. Klaus Jurkschat, Lehrstuhl für Anorganische Chemie II der Technischen Universität Dortmund, D-44221 Dortmund, Germany

Received: 2013-02-07

Accepted: 2013-02-28

Published Online: 2013-04-04

Published in Print: 2013-07-01

Citation Information: Main Group Metal Chemistry, Volume 36, Issue 3-4, Pages 77–82, ISSN (Online) 2191-0219, ISSN (Print) 0792-1241, DOI: https://doi.org/10.1515/mgmc-2013-0008.

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