Product Formation in the Prato Reaction on Sc 3 5h -C 80 : Preference for [5,6]-Bonds, and not Pyracylenic Bonds.
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1 SUPPORTING INFORMATION: Product Formation in the Prato Reaction on Sc 3 N@D 5h -C 80 : Preference for [5,6]-Bonds, and not Pyracylenic Bonds. Sílvia Osuna, a Antonio Rodríguez-Fortea, b Josep M. Poblet, b Miquel Solà c,* and Marcel Swart, c,d,* a) Department of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, CA , USA; b) Departament de Química Física i Inorgànica, Universitat Rovira i Virgili, c/marcel lí Domingo, s/n, Campus Sescelades, Tarragona, Spain; c) Institut de Química Computacional and Departament de Química, Universitat de Girona, Campus Montilivi, Girona, Spain; d) Institució Catalana de Recerca i Estudis Avançats (ICREA), Pg. Lluís Companys 23, Barcelona, Spain. Corresponding authors: miquel.sola@udg.edu, marcel.swart@icrea.cat Acknowledgment. The following organizations are thanked for financial support: the Ministerio de Ciencia e Innovación (MICINN, project numbers CTQ /BQU, CTQ /BQU, CTQ C02-01/BQU, CTQ /BQU and CTQ /BQU), the DIUE of the Generalitat de Catalunya (project numbers 2009SGR637, 2009SGR528 and 2009SGR462 and XRQTC), and the European Community (postdoctoral fellowship PIOF-GA ). Excellent service by the Centre de Serveis Científics i Acadèmics de Catalunya (CESCA) is gratefully acknowledged. The authors also are grateful to the computer resources, technical expertise, and assistance provided by the Barcelona Supercomputing Center - Centro Nacional de Supercomputación. Support for the research of M. Solà was received through the ICREA Academia 2009 prize for excellence in research funded by the DIUE of the Generalitat de Catalunya.
2 Figure S1. Representation of all non-equivalent bonds present in Sc 5h-C 80 and the different orientations considered for the Sc 3 N cluster.
3 Sc 5h-C Sc Sc Sc N C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C ylide 44 C H C H N C C C C C C C H H H H H C C C C C C H H H H H C C C C C C H H H H H O C O H
4 H b23_down.xyz C C C C C C C C C C C C C C C C Sc C C C C C C C C C C C C C C C C Sc C C C C C C C C C C C C C C C C C C C C C C C C C C C C Sc C C C C C C C C C C C C C C C C C C C C N C H H C H H N C C C C C H C H C H H H C C C C H C H C H H H C C C C H C H C H H H b23_up.xyz
5 C C C C C C C C C C C C C C C C Sc C C C C C C C C C C C C C C C C Sc C C C C C C C C C C C C C C C C C C C C C C C C C C C C Sc C C C C C C C C C C C C C C C C C C C C N C H H C H H N C C C C C H C H C H H H C C C C H C H C H H H C C C C H C H C H H H b25_down.xyz C C C C
6 Sc C C C C C C C C C C C C C C C C C C C C C C C C C C Sc C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C Sc C C C C C C C C C C C C C C C C C C C C N C H H C H H N C C C C C H C H C H H H C C C C H C H C H H H C C C C H C H C H H H b25_up.xyz C C C C Sc C C C
7 C C C C C C C C C C C C C C C C C C C C C C C Sc C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C Sc C C C C C C C C C C C C C C C C C C C C N C H H C H H N C C C C C H C H C H H H C C C C H C H C H H H C C C C H C H C H H H b35_down.xyz C C C C Sc C C C C C C C
8 C C C C C C C C C C C C C C C C Sc C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C Sc C C C C C C C C C C C C C C C N C H H C H H N C C C C C H C H C H H H C C C C H C H C H H H C C C C H C H C H H H b35_up.xyz C C C C Sc C C C C C C C C C C C
9 C C C C C C C C C C C C Sc C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C Sc C C C C C C C C C C C C C C C N N C H H C H H C C C H C H C H C H C H C C H C H C H C H C H C C H C H C H C H C H b58_down.xyz C C C C Sc C C C C C C C C C C C C C C C
10 C C C C Sc C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C Sc C C C C C C C C C C C C C C C C C C C C C C C C C N N C H H C H H C C C H C H C H C H C H C C H C H C H C H C H C C H C H C H C H C H b58_up.xyz C C C C Sc C C C C C C C C C C C C C C C C C C C
11 Sc C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C Sc C C C C C C C C C C C C C C C C C C C C C C C C C N N C H H C H H C C C H C H C H C H C H C C H C H C H C H C H C C H C H C H C H C H bb2_down.xyz C C C C Sc C C C C C C C C C C C C C C C C C C C C C Sc C
12 C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C Sc C C C C C C C C N N H H H H C C C C C H C H C H H H C C C C H C H C H H H C C C C H C H C H H H bb2_up.xyz C C C C Sc C C C C C C C C C C C C C C C C C C C C C Sc C C C C C
13 C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C Sc C C C C C C N N C H H C H H C C C H C H C H C H C H C C H C H C H C H C H C C H C H C H C H C H bb8_down.xyz C C C C Sc C C C C C C C C C C C C C C C Sc C C C C C C C C C C C C C C C
14 C C C C C C C C C C Sc C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C N H C C C H C C H H H H H C C C C C C H C C H H H C C C C H C C H H N C H H H H C H bb8_up.xyz C C C C Sc C C C C C C C C C C C C C C C Sc C C C C C C C C C C C C C C C C C C C
15 C C C C C C Sc C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C N H C C C H C C H H H H H C C C C C C H C C H H H C C C C H C C H H N C H H H H C H bc2_down.xyz C C C C Sc C C C C C C C C C C C C C C C C C C C Sc C C C C C C C C C C C C C C C C C C C
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