Restricted rotation due to the lack of free space within a capsule translates into product selectivity: photochemistry of cyclohexyl phenyl ketones within a water-soluble organic capsule

被引:38
作者
Kulasekharan, Revathy [1 ]
Choudhury, Rajib [1 ]
Prabhakar, Rajeev [1 ]
Ramamurthy, V. [1 ]
机构
[1] Univ Miami, Dept Chem, Coral Gables, FL 33124 USA
基金
美国国家科学基金会;
关键词
CONFORMATIONAL CONTROL; EXCITED-STATE; PROTEINS; BEHAVIOR; CLEAVAGE;
D O I
10.1039/c0cc05337f
中图分类号
O6 [化学];
学科分类号
070301 [无机化学];
摘要
The rotational mobility of organic guest molecules when included within a confined capsule is restricted and this feature could be translated into product selectivity as established with the photochemical behavior of cyclohexyl phenyl ketones.
引用
收藏
页码:2841 / 2843
页数:3
相关论文
共 20 条
[1]
[Anonymous], J COMPUT CHEM
[2]
CYCLOHEXYL RINGS IN SPATIAL PROXIMITY - STEREOCHEMISTRY OF TRICYCLOHEXYLMETHANE [J].
COLUMBUS, I ;
BIALI, SE .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (25) :7029-7035
[3]
Well-defined, organic nanoenvironments in water: The hydrophobic effect drives a capsular assembly [J].
Gibb, CLD ;
Gibb, BC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (37) :11408-11409
[4]
Gunther H., 1992, NMR Spectroscopy
[5]
Nature of Supramolecular Complexes Controlled by the Structure of the Guest Molecules: Formation of Octa Acid Based Capsuleplex and Cavitandplex [J].
Jayaraj, Nithyanandhan ;
Zhao, Yaopeng ;
Parthasarathy, Anand ;
Porel, Mintu ;
Liu, Robert S. H. ;
Ramamurthy, V. .
LANGMUIR, 2009, 25 (18) :10575-10586
[6]
THE OPLS POTENTIAL FUNCTIONS FOR PROTEINS - ENERGY MINIMIZATIONS FOR CRYSTALS OF CYCLIC-PEPTIDES AND CRAMBIN [J].
JORGENSEN, WL ;
TIRADORIVES, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (06) :1657-1666
[7]
Evaluation and reparametrization of the OPLS-AA force field for proteins via comparison with accurate quantum chemical calculations on peptides [J].
Kaminski, GA ;
Friesner, RA ;
Tirado-Rives, J ;
Jorgensen, WL .
JOURNAL OF PHYSICAL CHEMISTRY B, 2001, 105 (28) :6474-6487
[8]
Guest Rotations within a Capsuleplex Probed by NMR and EPR Techniques [J].
Kulasekharan, Revathy ;
Jayaraj, Nithyanandhan ;
Porel, Mintu ;
Choudhury, Rajib ;
Sundaresan, Arun Kumar ;
Parthasarathy, Anand ;
Ottaviani, M. Francesca ;
Jockusch, Steffen ;
Turro, N. J. ;
Ramamurthy, V. .
LANGMUIR, 2010, 26 (10) :6943-6953
[9]
LEWIS FD, 1973, TETRAHEDRON LETT, P2557
[10]
CAN MOLECULAR CONFORMATION CONTROL PHOTOCHEMICAL BEHAVIOR [J].
LEWIS, FD ;
JOHNSON, RW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (25) :8914-&