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The active binding sites in Tp* are the three nitrogen centers that are not bonded to the boron. Although more weakly binding than cyclopentadienyl ligands, Tp* is still a tightly coordinating. The benefit of Tp* over its sister compound Tp is the addition of the methyl groups on the pyrazolyl rings,
398:. Hydrogen gas is evolved as each of the pyrazole reacts at the boron. The rate of B-N bond formation becomes more difficult with each successive 3,5-dimethylpyrazolyl due to the increase in steric hindrance around the boron:
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which increases the steric hindrance of the ligand enough that only one Tp* can bind to a metal. This leaves the remaining coordination sites available for catalysis.
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InChI=1S/C15H22BN6.K/c1-10-7-13(4)20(17-10)16(21-14(5)8-11(2)18-21)22-15(6)9-12(3)19-22;/h7-9,16H,1-6H3;/q-1;+1
378:. KTp* is a white crystalline solid that is soluble in polar solvents, including water and several alcohols.
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Structure of generic Tp*M complex illustrating the steric protection afforded by the methyl groups.
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The required dimethylpyrazole is obtained by condensation of hydrazine and
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Scorpionates: Polypyrazolylborate
Ligands and Their Coordination Chemistry
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Trofimenko, S (2004). "Scorpionates: genesis, milestones, prognosis".
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Except where otherwise noted, data are given for materials in their
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that binds to a metal in a facial manner, more specifically a
350:, abbreviated KTp*, is the potassium salt of the anion HB((CH
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292 to 301 °C (558 to 574 °F; 565 to 574 K)
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Trofimenko, S. (2002). "Compounds of
General Interest".
519:. Inorganic Syntheses. Vol. 33. pp. 220–221.
386:KTp* is synthesized in a manner similar to that of
40:Potassium tri(3,5-dimethyl-1-pyrazolyl)borohydride
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17:Potassium tris(3,5-dimethyl-1-pyrazolyl)borate
348:Potassium tris(3,5-dimethyl-1-pyrazolyl)borate
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257:(n1c(cc(n1)C)C)(n2c(cc(n2)C)C)n3c(cc(n3)C)C.
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236:Key: NTWZGFNSHCFHIJ-UHFFFAOYSA-N
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486:Trofimenko, Swiatoslaw (1999).
332:(at 25 °C , 100 kPa).
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581:Organoboron compounds
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392:potassium borohydride
396:3,5-dimethylpyrazole
591:Potassium compounds
517:Inorganic Syntheses
390:by the reaction of
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376:Scorpionate ligand
336:Infobox references
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344:Chemical compound
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189:CompTox Dashboard
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586:Tripodal ligands
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556:(2–3): 197–203.
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312:White solid
54:Identifiers
46:Other names
370:. Tp* is a
309:Appearance
300:336.28 gmol
266:Properties
133:100.203.488
575:Categories
550:Polyhedron
474:References
296:Molar mass
106:ChemSpider
82:3D model (
71:17567-17-8
61:CAS Number
48:Tp* ligand
37:IUPAC name
382:Synthesis
154:678-433-5
146:EC Number
422:→ KHB(Me
177:23663216
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164:PubChem
531:
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438:+ 3 H
250:SMILES
31:Names
418:+ KBH
225:InChI
84:JSmol
529:ISBN
496:ISBN
402:3 Me
394:and
115:2007
558:doi
521:doi
388:KTp
286:BKN
194:EPA
167:CID
577::
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434:H)
366:H)
302:−1
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280:15
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436:3
432:2
430:N
428:3
426:C
424:2
420:4
416:2
414:H
412:2
410:N
408:3
406:C
404:2
368:3
364:2
362:N
360:3
358:C
356:2
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352:3
288:6
282:H
278:C
196:)
192:(
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