Name:

Ivo Starý

Affiliation:

Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo n. 2, 166 10 Prague 6, Czech Republic

E-mail:

stary@uochb.cas.cz

Research:

chemistry of helicenes, organic synthesis, asymmetric synthesis, transition metal catalysis, molecular electronics.

Short CV:

1984 MSc. with P. Kočovský, Charles University, Prague, Czech Republic
 
1990 Ph.D. with P. Kočovský, Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, Prague, Czech Republic
 
since 1990 Department of Organic Chemistry, Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Prague, Czech Republic
 
1993-1994 postdoc with E. P. Kündig, Université de Geneve, Switzerland
 
since 1997 lecturer of organic reaction mechanisms at Charles University, Prague, Czech Republic
 
2000 Head of the Stereochemistry Group, Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Prague, Czech Republic
 
2000-2001 Research Assistant with P. Kočovský, University of Glasgow, United Kingdom
 
since 2003 Head of the Organic Chemistry Department, Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Prague, Czech Republic
 

Awards:

1994 Alfred Bader Prize for Organic Chemistry from the Czech Chemical Society
 
2003 Thieme Journal Award 2004
 

Publications:

Stará, I. G., Starý, I., Tichý, M., Závada, J., Hanuš, V. Stereochemical Dichotomy in the Stevens Rearrangement of Axially Twisted Dihydroazepinium and Dihydrothiepinium Salts. A Novel Enantioselective Synthesis of Pentahelicene. J. Am. Chem. Soc. 116: 5084-5088 (1994).
 
Stará, I. G., Starý, I., Kollárovič, A., Teplý, F., Šaman, D., Tichý, M. A Novel Strategy for the Synthesis of Molecules with Helical Chirality. Intramolecular [2+2+2] Cycloisomerization of Triynes under Cobalt Catalysis. J. Org. Chem. 63: 4046-4050 (1998).
 
Stará, I. G., Starý, I., Kollárovič, A., Teplý, F., Vyskočil, Š., Šaman, D. Transition Metal Catalysed Synthesis of Tetrahydro Derivatives of [5]-, [6]- and [7]Helicene. Tetrahedron Lett. 40: 1993-1996 (1999).
 
Teplý, F., Stará, I. G., Starý, I., Kollárovič, A., Šaman, D., Rulíšek, L., Fiedler, P. Synthesis of [5]-, [6]-, and [7]Helicene via Ni(0)- or Co(I)-Catalyzed Isomerization of Aromatic cis,cis-Dienetriynes. J. Am. Chem. Soc. 124: 9175-9180 (2002).
 
Teplý, F., Stará, I. G., Starý, I., Kollárovič, A., Šaman, D., Fiedler, P., Vyskočil, Š. Synthesis of 3-Hexahelicenol and Its Transformation to 3-Hexahelicenyl Amines, Diphenylphosphine, Methyl Carboxylate, and Dimethylthiocarbamate. J. Org. Chem. 68: 5193-5197 (2003).
 

Research interest:

The group is focused on the synthesis of helicenes and their congeners. Helicenes possess two pivotal attributes - they are both inherently chiral and unique nonplanar aromatic systems with a perfectly conjugated π-electron path. These features are expected to be beneficial primarily within the realms of asymmetric synthesis, chiral recognition, nonlinear optics, material science, and envisioned molecular electronics. Recently, an original approach to helicene framework has been developed. It is based on [2+2+2] cycloisomerization of aromatic triynes under transition metal catalysis representing a new paradigm for the nonphotochemical preparation of helicenes and their substituted derivatives in an easy, convergent, and modular way. The methodology has matured to serve as a reliable and general synthetic tool providing tailor-made helically chiral targets. The series of helicenes, tetrahydrohelicenes, helicene-like compounds, and azahelicenes have been prepared, some of them being nonracemic and/or bearing functional groups such as OR, NHR, CO2R, PR2, and SR. The main objectives are to develop original helicene-based molecular electronic devices applicable to future nanocomputers and display technologies.