Synthesis and solution- and solid-state characterization of gold(I) rings with short Au•••Au interactions.: Spontaneous resolution of a gold(I) complex

被引:77
作者
Deak, Andrea [1 ]
Megyes, Tunde [1 ]
Tarkanyi, Gabor [1 ]
Kiraly, Peter [1 ]
Biczok, Laszlo [1 ]
Palinkas, Gabor [1 ]
Stang, Peter J. [1 ]
机构
[1] Hungarian Acad Sci, Inst Struct Chem, Chem Res Ctr, H-1525 Budapest, Hungary
关键词
D O I
10.1021/ja064609x
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report the synthesis and solution- and solid-state characterization of gold(I) rings with short 1,9-transannular Au⋯Au interactions. The 9- and 16-membered gold(I) rings were prepared by reacting 9,9-dimethyl-4,5-bis(diphenylphosphino)-xanthene and (Me2S)AuCl in the presence of AgNO3 in the molar ratio of 1:0.5:1 and 1:1:1, respectively. X-ray crystallographic measurements in conjunction with solution X-ray diffraction and NMR methods have been used to determine the structure of gold(I) rings, and we also gained insight into the dynamics. The nine-membered gold(I) ring is chiral, and the crystal contains only one of the two enantiomers, either right- or left-handed. To the best of our knowledge this represents the first example of crystallization-induced spontaneous resolution of a binuclear gold(I) cycle. The 16-membered ring with 1,9-transannular Au⋯Au interaction is in a figure-eight conformation. Copyright © 2006 American Chemical Society.
引用
收藏
页码:12668 / 12670
页数:3
相关论文
共 42 条
[1]   Synthesis of gold ferrocenyl substituted ylides and methanides:: crystal structure of [FcCH(AuPPh3)PPh3]ClO4 [Fc = (η5-C5H5)Fe(η5-C5H4)] [J].
Barranco, EM ;
Gimeno, MC ;
Laguna, A .
INORGANICA CHIMICA ACTA, 1999, 291 (1-2) :60-65
[2]   Luminescent gold(I) macrocycles with diphosphine and 4,4′-bipyridyl ligands [J].
Brandys, MC ;
Jennings, MC ;
Puddephatt, RJ .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 2000, (24) :4601-4606
[3]   Ring-opening polymerization of gold macrocycles and self-assembly of a coordination polymer through hydrogen-bonding [J].
Burchell, TJ ;
Eisler, DJ ;
Jennings, MC ;
Puddephatt, RJ .
CHEMICAL COMMUNICATIONS, 2003, (17) :2228-2229
[4]   CONFORMATIONALLY DRIVEN, PROPELLER-LIKE CHIRALITY IN LABILE COORDINATION-COMPLEXES [J].
CANARY, JW ;
ALLEN, CS ;
CASTAGNETTO, JM ;
WANG, YH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (32) :8484-8485
[5]   The use of dimetal building blocks in convergent syntheses of large arrays [J].
Cotton, FA ;
Lin, C ;
Murillo, CA .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2002, 99 (08) :4810-4813
[6]   Supramolecular arrays based on dimetal building units [J].
Cotton, FA ;
Lin, C ;
Murillo, CA .
ACCOUNTS OF CHEMICAL RESEARCH, 2001, 34 (10) :759-771
[7]   Helical coordination polymers from achiral components in crystals. Homochiral crystallization, homochiral helix winding in the solid state, and chirality control by seeding [J].
Ezuhara, T ;
Endo, K ;
Aoyama, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (14) :3279-3283
[8]   A structural probe for organogold(I) rings and [2]catenanes [J].
Habermehl, Nicolle C. ;
Eisler, Dana J. ;
Kirby, Christopher W. ;
Yue, Nancy L. -S. ;
Puddephatt, Richard J. .
ORGANOMETALLICS, 2006, 25 (12) :2921-2928
[9]   Auracarboranes with and without Au-Au interactions: An unusually strong aurophilic interaction [J].
Harwell, DE ;
Mortimer, MD ;
Knobler, CB ;
Anet, FAL ;
Hawthorne, MF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (11) :2679-2685
[10]   Gold(I) complexes with P=O and P-OH functionalised phosphorus ligands [J].
Hollatz, C ;
Schier, A ;
Schmidbaur, H .
INORGANICA CHIMICA ACTA, 2000, 300 :191-199