Matthijs ter Wiel

 

Postdoctoral Fellow

Location:

HCI G-312

Phone:

+41-1-633 4169

e-mail:

Anna Hirsch

Education

1995-2000:

Chemistry and Organic Chemistry, Rijksuniversiteit Groningen, The Netherlands, under supervision of Prof. Dr. B. L. Feringa

1999-2000:

Organic Chemistry, Université Paris-Sud, under supervision of Prof. Dr. H. B. Kagan

2000-2004:

Ph. D. in Organic Chemistry, under supervision of Prof. Dr. B. L. Feringa, entitled “Basic Molecular Devices”

since 2005:

Postdoc with Prof. F. Diederich at ETH Zürich

Allenes

The overall goal of the project is to synthesize diethynylallenes and to use these molecules as new modules for two and three dimensional scaffolding. The main focus of this project will lie on the development of new helical structures based on an all carbon back-bone made from acetylene and allene moieties. These novel helical structures will open a whole new research area in the field of material sciences and supramolecular chemistry. First, the synthetic route towards the new chiral building blocks will be perfected. The stucture and behaviour of these new class of compounds will be systematically investigated by various techniques, especially to assess their chiroptical properties. These modules will then be used to construct novel supramolecular structures. Special emphasis will be on the construction of new helical structures. Variation of substituents attached to the outer rim of the helix structure should allow functionalization and manipulation of these structures and allow their incorporation into unprecedented chiral helical supramolecular assemblies void of a chiral center. Moreover, these allenes will be incorporated into large, macrocyclic rings as is displayed in the figure below.


Publications

M. K. J. ter Wiel, J. Vicario, S. G. Davey, A. Meetsma, B. L. Feringa, Org. Biomol. Chem. 2005, 3, 28-30. New Procedure for the Preparation of Highly Sterically Hindered Alkenes Using a Hypervalent Iodine Compound. A Weak Attractive Interaction Between Organic Fluorine and an Amide.

R. A. van Delden, M. K. J. ter Wiel, H. de Jong, A. Meetsma, B. L. Feringa, Org. Biomol. Chem. 2004, 2, 1531-1541. Exploring The Boundaries Of Our Molecular Motor Design: New Sterically Overcrowded Alkenes With Preferred Direction Of Rotation.

R. A. van Delden, M. K. J. ter Wiel, B. L. Feringa, Chem. Commun. 2004, 200-201. A Chiroptical molecular switch with perfect stereocontrol.

M. K. J. ter Wiel, R. A. van Delden, A. Meetsma, B. L. Feringa, J. Am. Chem. Soc. 2003, 125, 15076-15086. Increased Speed of Rotation for the Smallest Light-Driven Molecular Motor.

B. L. Feringa, R. A. van Delden, M. K. J. ter Wiel, Pure Appl. Chem. 2003, 75, 563-565. In control of switching, motion, and organization.

R. A. van Delden, M. K. J. ter Wiel, N. Koumura, B. L. Feringa, in Molecular Motors, (Ed. M.Schliwa), Wiley-VCH, Weinheim, 2003, Chapter 23 – Synthetic Molecular Motors.

M. K. J. ter Wiel, A. Meetsma, B. L. Feringa, Tetrahedron 2002, 58, 2183-2188. Synthesis and molecular structure of chiral metallo-based sterically overcrowded alkenes.

B. L. Feringa, N. Koumura, R. A. van Delden, M. K. J. ter Wiel, Appl. Phys. A 2002, 75, 301-308. Light-driven molecular switches and motors.

E. M. Geertsema, N. Koumura, M. K. J. ter Wiel, A. Meetsma, B. L. Feringa, Chem. Commun. 2002, 2962-2963. E. M. Geertsema, N. Koumura, M. K. J. ter Wiel, A. Meetsma, B. L. Feringa, Chem. Commun. 2002, 2962-2963. Light-driven molecular switches and motors.

B. L. Feringa, R. A. van Delden, M. K. J. ter Wiel, in Molecular Switches, (Ed. B. L. Feringa), Wiley-VCH, Weinheim, 2001, Chapter 5 – Chiroptical Molecular Switches, pp. 123-163.

M. K. J. ter Wiel, N. Koumura, R. A. van Delden, A. Meetsma, B. L. Feringa, Chirality 2000, 12,734-741. Chiral overcrowded alkenes; Asymmetric synthesis of (3S,3’S)-(M,M)-(E)-(+)-1,1’,2,2’,3,3’,4,4’-octahydro-3,3’,7,7’-tetramethyl-4,4’-biphenanthrylidenes.

Last update: Oct. 2005