+ Site Statistics
+ Search Articles
+ Subscribe to Site Feeds
EurekaMag Most Shared ContentMost Shared
EurekaMag PDF Full Text ContentPDF Full Text
+ PDF Full Text
Request PDF Full TextRequest PDF Full Text
+ Follow Us
Follow on FacebookFollow on Facebook
Follow on TwitterFollow on Twitter
Follow on LinkedInFollow on LinkedIn

+ Translate

Tripodal borate ligands from tris(dimethylamino)borane: the first synthesis of a chiral tris(methimazolyl)borate ligand, and the crystal structure of a single diastereomer pseudo-C3-symmetric Ru(II) complex

Tripodal borate ligands from tris(dimethylamino)borane: the first synthesis of a chiral tris(methimazolyl)borate ligand, and the crystal structure of a single diastereomer pseudo-C3-symmetric Ru(II) complex

Dalton Transactions: 476-480

The activation of tris(dimethylamino)borane towards reaction with a chiral methimazole by N-methylimidazole has been used to prepare the first example of a chiral tris(methimazolyl)borate ligand. Coordination of this neutral ligand to Ru(II) has been achieved by reaction with [(p-cymene)RuCl(2)](2) to provide a single diastereomer complex in which the chirality of the methimazolyl substituents dictate the chirality of the bicyclo[3.3.3]cage formed by the ligand on coordination to the metal. The alternative approach to chiral tris(methimazolyl)borate ligands involving the introduction of a chiral group onto the boron atom has been explored by replacing N-methylimidazole in the above reaction by chiral oxazolines as activating bases in reaction with simple methimazole. However, although the B(NMe(2))(3) is activated to reaction with methimazole by these oxazolines, an intramolecular oxazoline ring-opening by a coordinated methimazolyl sulfur occurs and prevents the successful synthesis of these ligands.

(PDF emailed within 0-6 h: $19.90)

Accession: 050856915

Download citation: RISBibTeXText

PMID: 17213933

DOI: 10.1039/b611331a

Related references

Reaction of azole heterocycles with tris(dimethylamino)borane, a new method for the construction of tripodal borate-centred ligands. Chemistry 12(20): 5293-5300, 2006

Insertion and substitution chemistry at the boron fourth position in charge-neutral zwitterionic tripodal tris(methimazolyl)borate ligands. Inorganic Chemistry 51(6): 3677-3689, 2012

How are tris(triazolyl)borate ligands electronically different from tris(pyrazolyl)borate ligands? A study of (Ttz(tBu,Me))CuCO [Ttz(tBu,Me) = tris(3-t-butyl-5-methyl-1,2,4-triazolyl)borate. Dalton Transactions: 2923-2925, 2008

A new synthesis of charge-neutral tris-pyrazolyl and -methimazolyl borate ligands. Chemistry 16(9): 2819-2829, 2010

Sterically bulky tris(triazolyl)borate ligands as water-soluble analogues of tris(pyrazolyl)borate. Inorganic Chemistry 46(2): 360-362, 2007

Low-spin hexacoordinate Mn(III): synthesis and spectroscopic investigation of homoleptic tris(pyrazolyl)borate and tris(carbene)borate complexes. Inorganic Chemistry 52(1): 144-159, 2013

Synthesis, characterization and crystal structure of new copper(II) complexes with tris- and tetrakis-(pyrazol-1-yl)borate ligands. Polyhedron 18(17): 2255-2263, 1999

Homoleptic 'sandwich' complexes of substituted tris(methimazolyl)borate ligands with ruthenium, rhodium and palladium. Dalton Transactions 42(31): 11281-11294, 2013

Synthesis of substituted indazoles and their corresponding tris(indazolyl)borate tripodal ligands as key building blocks for molecular motors. Inorganica Chimica Acta 362(12): 4276-4283, 2009

Niobium and tantalum tris(methimazolyl)borate complexes [M(=NC6H3iPr2-2,6)Cl2{HB(mt)3}] (M = Nb, Ta; mt = methimazolyl). Inorganic Chemistry 44(21): 7316-7318, 2005

Halocarbonyltungsten(II) Complexes Containing Tripodal Tris(pyrazolyl)borate Ligands. Inorganic Chemistry 37(6): 1299-1306, 2001

The elusive tripodal tris(2-pyridyl)borate ligand: a strongly coordinating tetraarylborate. Chemical Communications 48(55): 6930-6932, 2012

Crystal structure of a dinuclear Co(II) complex with bridging fluoride ligands: di-μ-fluorido-bis-{tris-[(6-methyl-pyridin-2-yl)meth-yl]amine}-dicobalt(II) bis-(tetra-fluorido-borate). Acta Crystallographica. Section E, Structure Reports Online 70(Pt 11): M359-M360, 2014

Complexes of tris(3,5-dimethylpyrazolyl)borates alkylated on the 4-position of the pyrazolyl rings. X-ray crystal structure of molybdenum dicarbonyl nitrosyl tris(3,5-dimethyl-4-n-butylpyrazolyl)borate. Polyhedron 15(1): 27-35, 1996

"Twisted" scorpionates: synthesis of a tris(2-pyridonyl)borate (Thp) ligand; lessons in the requirements for successful B(L2D)3 type ligands. Chemical Communications 47(42): 11659-11661, 2011