title: Monoalkyldecaborane(14) Syntheses via Nucleophilic Alkylation and Hydroboration.
abstract: Two regioselective, high-yield routes to nido-6-alkyldecaborane(14)s via one-pot syntheses are reported. Alkyllithium reagents add to salts of nido-B(10)H(13)(-) to form arachno-6-R-B(10)H(13)(2)(-), which may be protonated using HCl/Et(2)O, first to the corresponding arachno-6-R-B(10)H(14)(-) anion and then, with H(2) loss, to nido-6-R-B(10)H(13). Alternately, olefin hydroboration of arachno-6,9-(SMe(2))(2)-B(10)H(12) produces nido-6-R-8-(SMe(2))-B(10)H(11), which may be reduced, using Superhydrid, to nido-6-R-B(10)H(12)(-), and then protonated with HCl/Et(2)O to nido-6-R-B(10)H(13). X-ray diffraction studies of the following intermediates and products are presented: nido-8-(SMe(2))-B(10)H(12), nido-6-Thx-8-(SMe(2))-B(10)H(11), and nido-6-Thx-B(10)H(13).
authors.affiliation: Department of Chemistry, University of Wisconsin-Madison, Madison, Wisconsin 53706.
authors.forename: Adam N.
authors.initials: AN
authors.lastname: Bridges
authors.forename: Douglas R.
authors.initials: DR
authors.lastname: Powell
authors.forename: Joel A.
authors.initials: JA
authors.lastname: Dopke
authors.forename: John M.
authors.initials: JM
authors.lastname: Desper
authors.forename: Donald F.
authors.initials: DF
authors.lastname: Gaines