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1,4,7-Trimethyl-1,4,7-triazacyclononane
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Me3TACN.png 1,4,7-Trimethyl-1,4,7-triazonane Me3TACN Trimethyltriazacyclononane N,N,N-Trimethyl-1,4,7-triazacyclononane 96556-05-7 correct FDA R7BZK76RTP 546957 476078 619-228-2 1S/C9H21N3/c1-10-4-6-11(2)8-9-12(3)7-5-10/h4-9H2,1-3H3 WLDGDTPNAKWAIR-UHFFFAOYSA-N CN1CCN(CCN(CC1)C)C
9 21 3 Colorless oil 207.8 05 07 Danger 314 260 264 270 280 301+312 301+330+331 303+361+353 304+340 305+351+338 310 321 330 363 405 501
1,4,7-Trimethyl-1,4,7-triazacyclononane is the aza-crown ether with the formula (CH2CH2NCH3)3. This colorless liquid is the N-methylated derivative of triazacyclononane (TACN), a face-capping tridentate ligand that is popular in coordination chemistry.
Although TACN is known for forming 2:1 "sandwich" complexes with many metal ions,1,4,7-Triazacyclononane and N,N',N"-Trimethyl-1,4,7-triazacyclononane - Two Versatile Macrocycles for the Synthesis of Monomeric and Oligomeric Metal Complexes Weighardt, Karl 96871622 Pure and Applied Chemistry 1988 60 4 509–16 10.1351/pac198860040509 free corresponding 2:1 complexes of Me3TACN are only known for Ag+,Stockheim Claudia Wieghardt Karl Nuber Bernhard Weiss Johannes Flöurke Ulrich Haupt Hans-Jürgen 1991 Co-ordination chemistry of 1,4,7-triazacyclononane (L) and its N-methylated derivative (L) with silver( I ) and mercury( II ). The crystal structures of [AgL 2 ]PF 6 and [AgL(SCN)] http://xlink.rsc.org/?DOI=DT9910001487 J. Chem. Soc., Dalton Trans. en 6 1487–1490 10.1039/DT9910001487 0300-9246 subscription Na+,Everett Matthew Jolleys Andrew Levason William Pugh David Reid Gillian 2014 Unexpected neutral aza-macrocycle complexes of sodium http://xlink.rsc.org/?DOI=c4cc01407c Chemical Communications en 50 44 5843–6 10.1039/c4cc01407c 24759888 1359-7345 free and K+.Dyke John Levason William Light Mark E. Pugh David Reid Gillian Bhakhoa Hanusha Ramasami Ponnadurai Rhyman Lydia 2015 Aza-macrocyclic complexes of the Group 1 cations – synthesis, structures and density functional theory study http://xlink.rsc.org/?DOI=C5DT01865J Dalton Trans. en 44 31 13853–13866 10.1039/C5DT01865J 26115444 1477-9226 free This effect is mainly due to the greater bulk of Me3TACN, which requires ions with a larger ionic radius to accommodate two ligands.
Several related derivatives have been prepared with diverse substituents on nitrogen.Inorganic Syntheses Jason A. Halfen William B. Tolman C 2 -Symmetric 1,4-Diisopropyl-7- R -1,4,7-Triazacyclononanes 1998 32 75–81 10.1002/9780470132630.ch12 978047013263010.1071/CH02063 An Investigation into Alkenyl-Functionalized 1,4,7-Triazacyclononanes: Synthesis, Metal Complexation, and Attempted Olefin Metathesis 2002 Baker M. V. Brown D. H. Skelton B. W. White A. H. Australian Journal of Chemistry 55 10 655
thumb|left|Generic octahedral metal complex of Me3TACN.
References
Category:Triamines
Category:Chelating agents
Category:Macrocycles
Category:Heterocyclic compounds with 1 ring
Category:Tertiary amines
Category:Nine-membered rings
Category:Tridentate ligands