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oai:www.ideals.illinois.edu:2142/20053 2023-07-10 col_2142_5131 col_2142_14789 com_2142_5130 com_2142_14788 com_2142_8903

N,N,N-tributylbutanaminium(OC-6-11$\sp\prime$)-bis (4-(1,1-dimethylethyl)-$\alpha,\alpha,\alpha\sp\prime\alpha\sp\prime$-tetrakis(trifluoromethyl)-2,6-pyridinedimethanolato(2-)N1,O$\alpha$,O$\alpha\sp\prime$) aluminum, a 12-Al-6 anionic species was synthesized and experimentally examined. Neutral mono-protonated and mono-methylated products of this anion were synthesized and studied. X-ray crystallography was used to establish the structure of the octahedral 12-Al-6 species and its protonated analogue. The protonated species was a distorted octahedral species with the proton hydrogen-bonding two of the apical oxygens. Martin, J.C. Hoglen, Dean Kent 2011-05-07T12:27:18Z 2011-05-07T12:27:18Z 10000-01-01 1990 p-t-Butylhexafluorocumylthiol and N,N-dimethylhexafluorocumylamine were synthesized and found not to undergo ortho-lithiation. p-t-Butylhexafluorocumylthiol forms several products upon treatment with an alkyllithium reagent and N,N-dimethylhexafluorocumylamine undergoes meta-lithiation upon treatment with sec-butyllithium in the presence of TMEDA. Evidence for the formation of stable hypervalent phosphorus and silicon species using 1,3-bis(2$\sp\prime$-pyridylimino)isoindoline as a tridentate ligand was obtained. New synthetic routes were developed for 4-t-butyl-2,6-bis(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)pyridine and 2-amino-4-(t-butyl)pyridine which allowed their synthesis on a large scale, with reasonable amounts formed. The former was synthesized by ortho-lithiation of 4-t-butyl-2-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-pyridine-1-oxide and treatment with hexafluoroacetone. The latter was synthesized by nucleophilic aromatic substitution on 2-bromo-4-t-butylpyridine using sodium amide as nucleophile. Because a new melting point reflecting a new crystal structure for 10-t-butyl-1-chloro-3,3,7,7-tetrakis(trifluoromethyl)-4,6-benzo-5-azonia-1-borata-2,8-dioxabicyclo- (3,3,0) octane resulted in a change in solubility and reactivity, new routes to hypervalent 12-B-6 and 10-B-5 species were explored, and were not successful. Made available in DSpace on 2011-05-07T12:27:18Z (GMT). No. of bitstreams: 2 license.txt: 4922 bytes, checksum: 910b249b4beec47e7ab768910c8f966f (MD5) 9026207.pdf: 7221885 bytes, checksum: b78a61f812db7fcda03d38f99f3d5b7d (MD5) Previous issue date: 1990 Item marked as restricted to the 'UIUC Users [automated]' Group (id=2) by Howard Ding (hding2@illinois.edu) on 2011-05-07T14:41:14Z Item is restricted indefinitely. Restriction data tranferred 2014-07-01T11:17:48-05:00 Original Data Group with Access UIUC Users [automated] Release Date: none Reason: ETDs are only available to UIUC Users without author permission ETDs are only available to UIUC Users without author permission U of I Only AAI9026207 (UMI)AAI9026207 http://hdl.handle.net/2142/20053 eng Copyright 1990 Hoglen, Dean Kent Chemistry, Organic Synthetic methods and studies of some 10-Y-5 and 12-Y-6 hypervalent main group element species of group IIIB text Chemistry Chemistry University of Illinois at Urbana-Champaign Dissertation Ph.D.