1994
DOI: 10.1021/om00018a026
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Cyclopalladation of 2-[(Dimethylamino)methyl]-Substituted Naphthalenes: 1- vs 3-Palladation. Crystal Structures of [Hydrotris(pyrazolyl)borato][2-[(dimethylamino)methyl)]-3-naphthyl]palladium and trans-[4,4-Dimethyl-2-(2-naphthyl)oxazoline]palladium Dichloride

Abstract: C yclopalladation of 2-[ (Dimet hylamino) met hyl] -Substituted Naphthalenes: 1vs 3-Palladation. Crystal Structures of [ Hydr otris ( pyr azolyl) borat 01 [ 2-[ (dimethylamino) methyl] -3-naphthyllpalladium and trans-[ 4,4 -Dime t h yl-2 -( 2 -nap h t h y 1) oxazoline] palladium Dichloride

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Cited by 71 publications
(30 citation statements)
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“…Metal complexes of unsymmetrically substituted 2-oxazolines obtained from chiral amino acids and their derivatives have found a variety of applications, particularly in asymmetric synthesis [47]. Recently, a number of C * -chiral enantiopure exo [48][49][50], endo [48,[50][51][52][53][54][55][56][57][58][59][60][61][62] and pincer-type [58,[63][64][65][66][67][68][69][70] cyclopalladated oxazolines with a five-membered metalacycle have been reported (Chart 2). Other cyclopalladated oxazolines with planar and central chirality have also been studied [38,[71][72][73][74][75][76][77][78][79][80].…”
Section: Introductionmentioning
confidence: 99%
“…Metal complexes of unsymmetrically substituted 2-oxazolines obtained from chiral amino acids and their derivatives have found a variety of applications, particularly in asymmetric synthesis [47]. Recently, a number of C * -chiral enantiopure exo [48][49][50], endo [48,[50][51][52][53][54][55][56][57][58][59][60][61][62] and pincer-type [58,[63][64][65][66][67][68][69][70] cyclopalladated oxazolines with a five-membered metalacycle have been reported (Chart 2). Other cyclopalladated oxazolines with planar and central chirality have also been studied [38,[71][72][73][74][75][76][77][78][79][80].…”
Section: Introductionmentioning
confidence: 99%
“…[19a] [21b] [21c][24] The C5ϪH51···C11 angle in priate materials and distilled prior to use. This work was supported in part (A. L. S. and W. J .J.…”
mentioning
confidence: 99%
“…[31,32] These findings are reconcilable with a structure where one ring is undergoing rapid inversion even at low temperatures, and the other is puckered in a boat conformation (Figure 5). [24,32] Thus, the allyl plane is not normal to the ''Pd (2)ϪC (13) 2.121(8) N (7)ϪPd (2)ϪN (6) 88.7(2) Pd (2)ϪC (14) 2.127 (8) C (15)ϪPd (2)ϪN (6) 169.1(3) N (7)ϪPd (2)ϪC (31) 168.7(3) C (15)ϪPd (2)ϪC (13) 67.8(4) N(6)ϪPd(2)Ϫ C (13) 102.1(3) N (7)ϪPd (2)ϪC (14) 132.9(3) C (15)ϪPd (2)ϪC (14) 38.7(3) N(6)ϪPd (2)ϪC (14) 134.4(3) C(13)ϪPd (2) [29] Pt [34] ) and [{(C 6 F 5 )(L)Pd(µ-Cl)} 2 ] (L ϭ PPh 3 , tht, CNtBu), [35,36] K[B(pz) 4 ] [37] were prepared as described elsewhere. The same pattern has been found previously in the B,B-bis(1-pyrazolyl)pyrazabole complexes [(Et 2 B(µ-pz) 2 B(µ-pz) 2 Pd(η 3 -CH 2 CRCH 2 )] ϩ (R ϭ Me or Ph).…”
Section: Asymmetric Dinuclear Complex 13mentioning
confidence: 99%
“…[5,9] From a structural coordination chemistry point of view, these polydentate nitrogen-donor ligands offer unique opportunities to look into the detailed dynamic behavior in solution, particularly by use of NMR spectroscopy. [10] Although an important number of monomeric palladium() poly(pyrazol-1-yl)borate complexes that have already been structurally characterized by X-ray crystallography exists ([Pd(COMe){(Me 2 pz) 2 BH 2 -N,NЈ}-(PCy 3 )], [11] [Pd(CH 2 SiMe 3 ){(Me 2 pz) 2 BH 2 -N,NЈ}(PMe 3 )], [12] [Pd(η 3 -C 3 H 5 ){(pz) 3 [13] [Pd{2-(NMe 2 CH 2 )C 10 H 6 -C,N}{(pz) 3 BH-N,NЈ}], [14] [Pd{2-CH 2 -C 6 H 4 P(o-tolyl) 2 -C,P}{(pz) 3 BH-N,NЈ}], [Pd(C 6 H 4 C 5 H 4 N-C 2 ,N){(pz) 3 BH-N,NЈ}] [15] ), surprisingly, to the best of our [ knowledge (3D Search using the Cambridge Structural Database, October 2001 release) there are no dimeric palladium complexes yet fully characterized by X-ray diffraction.…”
Section: Introductionmentioning
confidence: 99%