Sparsely substituted chlorins as core constructs in chlorophyll analogue chemistry. Part 3: Spectral and structural properties

被引:61
作者
Taniguchi, Masahiko [1 ]
Ptaszek, Marcin [1 ]
McDowell, Brian E. [1 ]
Boyle, Paul D. [1 ]
Lindsey, Jonathan S. [1 ]
机构
[1] N Carolina State Univ, Dept Chem, Raleigh, NC 27695 USA
关键词
chlorin; NMR; absorption spectra; X-ray;
D O I
10.1016/j.tet.2007.02.040
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The availability of stable chlorins bearing few or no substituents has enabled a variety of fundamental studies. The studies described herein report absorption spectra of diverse chlorins, comparative NMR features of chlorins bearing 0-3 meso-aryl substituents, and X-ray structures of the fully unsubstituted chlorin and the oxochlorin. (C) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3850 / 3863
页数:14
相关论文
共 58 条
[31]   Sparsely substituted chlorins as core constructs in chlorophyll analogue chemistry. Part 1: Synthesis [J].
Ptaszek, Marcin ;
McDowell, Brian E. ;
Taniguchi, Masahiko ;
Kim, Han-Je ;
Lindsey, Jonathan S. .
TETRAHEDRON, 2007, 63 (18) :3826-3839
[32]   Synthesis of mono- and disubstituted porphyrins:: A- and 5,10-A2-type systems [J].
Ryppa, C ;
Senge, MO ;
Hatscher, SS ;
Kleinpeter, E ;
Wacker, P ;
Schilde, U ;
Wiehe, A .
CHEMISTRY-A EUROPEAN JOURNAL, 2005, 11 (11) :3427-3442
[33]  
Scheidt W. R., 1987, STRUCT BONDING BERLI, V64, P1, DOI DOI 10.1007/BFB0036789
[34]  
Senge M. O., 2000, PORPHYRIN HDB, V10, P1
[35]   ELECTRONIC-STRUCTURE OF ZN-CHLORIN PI-ANIONS STUDIED BY SPECTROSCOPIC AND QUANTUM-CHEMICAL METHODS [J].
SHULGA, AM ;
SINYAKOV, GN ;
FILATOV, IV ;
GURINOVICH, GP ;
DZILINSKI, K .
BIOSPECTROSCOPY, 1995, 1 (03) :223-234
[36]   Planarity of metal chlorins in n-octane solution [J].
Singh, A ;
Johnson, LW .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2002, 58 (08) :1573-1576
[37]  
Smith J.H.C., 1955, Modern Methods of Plant Analysis, V4, P142, DOI DOI 10.1007/978-3-642-64961-5_6
[38]   THE NMR-SPECTRA OF PORPHYRINS .22. RING CURRENT EFFECTS IN CHLORINS VERSUS PORPHYRINS [J].
SMITH, KM ;
GOFF, DA ;
ABRAHAM, RJ ;
PLANT, JE .
ORGANIC MAGNETIC RESONANCE, 1983, 21 (08) :505-511
[39]   NUCLEAR MAGNETIC-RESONANCE SPECTRA OF PORPHYRINS .9. C-13 NMR-SPECTRA OF SOME CHLORINES AND OTHER CHLOROPHYLL DEGRADATION PRODUCTS [J].
SMITH, KM ;
UNSWORTH, JF .
TETRAHEDRON, 1975, 31 (04) :367-375
[40]   BACTERIOCHLOROPHYLLS-D FROM CHLOROBIUM-VIBRIOFORME - CHROMATOGRAPHIC SEPARATIONS AND STRUCTURAL ASSIGNMENTS OF THE METHYL BACTERIOPHEOPHORBIDES [J].
SMITH, KM ;
GOFF, DA .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (06) :1099-1113