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Size‐Selective Formation of C 78 Fullerene from a Three‐Dimensional Polyyne Precursor
Author(s) -
Tobe Yoshito,
Umeda Rui,
Sonoda Motohiro,
Wakabayashi Tomonari
Publication year - 2005
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200401040
Subject(s) - indane , fullerene , cyclobutene , chemistry , fragmentation (computing) , ion , hydrogen , irradiation , yield (engineering) , photochemistry , chlorine atom , medicinal chemistry , crystallography , materials science , organic chemistry , ring (chemistry) , physics , computer science , nuclear physics , metallurgy , operating system
Multicyclic cagelike cyclophanes 2 a and 2 b containing cyclobutene rings have been prepared as precursors of three‐dimensional polyynes C 78 H 18 ( 1 a ) and C 78 H 12 Cl 6 ( 1 b ), respectively. Laser irradiation of 2 a and 2 b induced expulsion of the aromatic fragment, indane, to give the three‐dimensional polyyne anions C 78 H 18 − and C 78 H 12 Cl 6 − , respectively. Whereas the former anion lost only four hydrogen atoms to form C 78 H 14 − , complete loss of all hydrogen and chlorine atoms was observed from the latter anion, to yield a C 78 − ion that has a fullerene structure which was proven by its characteristic fragmentation pattern.