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Intramolecular O→Sn coordination in ( Z )‐1‐(triphenylstannyl)‐3‐phenyl‐1‐buten‐3‐ol: Evidence by X‐ray diffracation analysis and bromination
Author(s) -
Fu FangXin,
Fu YuJie,
Zhu DongSheng,
Fang QunXin,
Pan HuaDe,
Lin YongHua,
Jin SongChun
Publication year - 1994
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.19940120411
Subject(s) - chemistry , intramolecular force , monoclinic crystal system , tin , substituent , bromine , crystallography , ring (chemistry) , stereochemistry , crystal structure , organic chemistry
The synthesis and properties of ( Z )‐1‐(triphenylstannyl)‐3‐phenyl‐1‐buten‐3‐ol (1) are described. Compound 1 crystallizes from alcohol in the monoclinic space group P2 1/c with unit‐cell dimensions a =9.296(2), b =14.081(3), c=18.390(5) Å, β=97.70(2), V=2385.5(1) Å 3 , Z =4, F (000)=1008, D c=1.38 g.cm −3 , μ=10.88 cm −1 , final R =0.0359 for 3079 observed reflection [ I > 3σ( I )]. The X‐ray diffraction analysis of this compound shows the presence of an intramolecular coordination to the tin atom giving rise to a five‐membered ring in which the metal exhibits a distroted trignoal bipyramidal geometry; as a consequence, a phenyl group, probably the apical one, is cleaved more easily by bromine than the vinyl substituent.