Chiral molecular squares based on angular bipyridines: Self-assembly, characterization, and photophysical properties

被引:39
作者
Lee, SJ [1 ]
Kim, JS [1 ]
Lin, WB [1 ]
机构
[1] Univ N Carolina, Dept Chem, Chapel Hill, NC 27599 USA
关键词
D O I
10.1021/ic0497937
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Chiral molecular squares 1-12 based on [M(dppe)](2+) metallocorners (M = Pd or Pt, and dppe = bis-(diphenylphosphino)ethane) and new angular bipyridine bridging ligands derived from the 1,1'-binaphthyl framework were readily assembled and characterized by a variety of techniques including infrared, UV-vis, circular dichroism (CD), and NMR spectroscopy, and ESI mass spectrometry. All these chiral metallocycles are highly luminescent in solution at room temperature with quantum efficiency of 0.06-0.63. Interestingly, when equal molar enantiopure molecular squares of opposite handedness were mixed in solution, a new meso dimeric metallocycle with C-2 symmetry formed. This result indicates the lability of the M-pyridyl bonds in these metallocycles, which may hinder their applications in many enantioselective processes.
引用
收藏
页码:6579 / 6588
页数:10
相关论文
共 39 条
[1]   Topospecific self-assembly of mixed-metal molecular hexagons with diameters of 5.5 nm using chiral control [J].
Ali, MM ;
MacDonnell, FM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (46) :11527-11528
[2]   Design and synthesis of new fluorinated ligands for the rhodium-catalyzed hydroformylation of alkenes in supercritical CO2 and fluorous solvents [J].
Bonafoux, D ;
Hua, ZH ;
Wang, BH ;
Ojima, I .
JOURNAL OF FLUORINE CHEMISTRY, 2001, 112 (01) :101-108
[3]   Luminescent chains formed from neutral, triangular gold complexes sandwiching TlI and AgI.: Structures of {Ag([Au(μ-C2,N3-bzim)]3)2}BF4•CH2Cl2, {Tl([Au(μ-C2,N3-bzim)]3)2}PF6•0.5THF (bzim = 1-benzylimidazolate), and {Tl([Au(μ-C(OEt)=NC6H4CH3)]3)2}PF6•THF, with MAu6 (M = Ag+, Tl+) cluster cores [J].
Burini, A ;
Bravi, R ;
Fackler, JP ;
Galassi, R ;
Grant, TA ;
Omary, MA ;
Pietroni, BR ;
Staples, RJ .
INORGANIC CHEMISTRY, 2000, 39 (15) :3158-3165
[4]   Fine-tuning the ring-size of metallacyclophanes:: A rational approach to molecular pentagons [J].
Campos-Fernández, CS ;
Clérac, R ;
Koomen, JM ;
Russell, DH ;
Dunbar, KR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (04) :773-774
[5]   A neutral triangular supramolecule formed by Mo24+ units [J].
Cotton, FA ;
Lin, C ;
Murillo, CA .
INORGANIC CHEMISTRY, 2001, 40 (03) :575-+
[6]   Square and triangular arrays based on Mo24+ and Rh24+ units [J].
Cotton, FA ;
Daniels, LM ;
Lin, C ;
Murillo, CA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (18) :4538-4539
[7]   Maximum communication between coupled oxidations of dimetal units [J].
Cotton, FA ;
Lin, C ;
Murillo, CA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (11) :2670-2671
[8]   HOST-GUEST COMPLEXATION .9. MACROCYCLIC POLYETHERS AND SULFIDES SHAPED BY ONE RIGID DINAPHTHYL UNIT AND ATTACHED ARMS - SYNTHESIS AND SURVEY OF COMPLEXING ABILITIES [J].
CRAM, DJ ;
HELGESON, RC ;
KOGA, K ;
KYBA, EP ;
MADAN, K ;
SOUSA, LR ;
SIEGEL, MG ;
MOREAU, P ;
GOKEL, GW ;
TIMKO, JM ;
SOGAH, GDY .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (14) :2758-2772
[9]   Novel chiral bis-dipolar 6,6'-disubstituted binaphthol derivatives for second-order nonlinear optics. Synthesis and linear and nonlinear optical properties [J].
Deussen, HJ ;
Hendrickx, E ;
Boutton, C ;
Krog, D ;
Clays, K ;
Bechgaard, K ;
Persoons, A ;
Bjornholm, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (29) :6841-6852
[10]   Self-assembly of porphyrin arrays via coordination to transition metal bisphosphine complexes and the unique spectral properties of the product metallacyclic ensembles [J].
Fan, J ;
Whiteford, JA ;
Olenyuk, B ;
Levin, MD ;
Stang, PJ ;
Fleischer, EB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (12) :2741-2752