Modification of Bis(pyrazol-1-yl)methanes with Organotin and Their Reactions with W(CO)5THF

Abstract

Abstract: The modification of bis(pyrazol-1-yl)methanes by substitution of organotin groups on the methine carbon was carried out by the reaction of bis(pyrazol-1-yl)methyllithium(LiCHPz₂) with organotin halide(R₃SnX), yielding a series of R₃SnCHPz(R=alkyl or aryl; Pz=substituted pyrazole) ligands. Upon the treatment of these ligands with W(CO)₅THF, they displayed versatile reactivities, depending on the properties of substitutions on the tin atom. The reaction of Ar₃SnCHPz₂ with (W(CO)₅THF) resulted in the oxidative addition of the tin-carbon(sp³) bond to the tungsten(0) center, while the similar reaction of Bz₃SnCHP_z₂(Bz=benzyl; Pz=3,5-dimethylpyrazole) only gave decarbonylation complex of (Bz₃Sn)(CHP_z₂W(CO)₄). In addition, the reactions of Ph₂BzSnCHPz₂ and (PhMe₂CCH₂)₃SnCHPz₂ with (W(CO)₅THF) resulted in the partial decomposition of ligands to yield CH₂Pz₂W(CO)₄ and , with the loss of organotin groups.

Key words: Bis(pyrazol-1-yl)methane, Organotin, W(CO)₆

CLC Number:

O613.52

TrendMD:

ZHAO Shu-Bin, WEN Zhen-Kang, WANG Ji-Tao, TANG Liang-Fu. Modification of Bis(pyrazol-1-yl)methanes with Organotin and Their Reactions with W(CO)₅THF[J]. Chem. J. Chinese Universities, 2005, 26(6): 1062.

References

[1] Wang Z.H.,Tang L.F.,Jia W.L.et al..Polyhedron[J],2002,21:873—878 [2] WA N G Zhi-Hon g(王志宏),TA N G Liang-Fu(唐良富),Y A N G Zhi(杨智)et al..Chem.J.Chinese Universit ies(高等学校化学学报)[J],2002,23(9):1715—1718 [3] CHA I Jian-Fang(柴建方),T A NG Liang-Fu(唐良富),JIA Wen-Li(贾文利)et al..Chem.J.Chinese Universit ies(高等学校化学学报)[J],2001,22(6):943—946 [4] TA N G Liang-Fu(唐良富),W A N G Zhi-Hong(王志宏),WA N G Ji-Tao(王积涛).Ch inese J.Org.Chem.(有机化学)[J],1999,19(5):442—447 [5] Ot ero A.,Fern ndez-Baeza J.,Antin~olo A.et al..Inorg.Chem.[J],2002,41:5193—5202 [6] ZHA O X.M.,TA N G L.F.,YA N G P.et al..Ch in.J.Chem.[J],2003,21(11):1447—1450 [7] Hammes B.S.,Carrano C.J..Inorg.Chem.[J],2001,40:919—927 [8] Klaui W.,Bergh ahn M.,Rheinw ald G.et al..Angew.Chem.Int.Ed.[J],2000,39:2464—2466 [9] Mller M.,Lork E.,Mew s R..Angew.Chem.Int.Ed.[J],2001,40:1247—1249 [10] Tang L.F.,Jia W.L.,Song D.T.et al..Organomet al ics[J],2002,21:445—447 [11] Tang L.F.,Jia W.L.,Zhao X.M.et al..J.Organomet.Chem.[J],2002,658:198—203 [12] Tang L.F.,Zhao S.B.,Jia W.L.et al..Organomet allics[J],2003,22:3290—3298 [13] HE R.J.,Y A N G Z.,ZHA O C.et al..Chines e J.St ruct.Chem.[J],2004,23(6):535—538 [14] Tang L.F.,Jia W.L.,Wang Z.H.et al..J.Organomet.Chem.[J],2002,649:152—160 [15] Shiu K.B.,Liou K.S..J.Chin.Chem.Soc.[J],1988,35:187—189 [16] JIA Wen-Li(贾文利),T A N G Liang-Fu(唐良富),CHAI Jian-Fang(柴建方)et al..Acta Chimia Sinica(化学学报)[J],2001,59(2):201—206 [17] TA N G Liang-Fu(唐良富),W A N G Zhi-Hong(王志宏),JIA Wen-Li(贾文利)et al..Chem.J.Chinese Universit ies(高等学校化学学报)[J],1999,20(11):1720—1724 [18] Zhao S.B.,Tang L.F.,Wang J.T.et al..Synt h.React.Inorg.Met.-Org.Ch em.[J],2003,33:1469—1482

Modification of Bis(pyrazol-1-yl)methanes with Organotin and Their Reactions with W(CO)₅THF

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