TY - JOUR
T1 - Synthesis and reactions of a novel bulky aryllithium
AU - Saito, Masaichi
AU - Okuyama, Yuta
AU - Tajima, Tomoyuki
AU - Kato, Daichi
AU - Yoshioka, Michikazu
PY - 2007/7/1
Y1 - 2007/7/1
N2 - A novel bulky aryllithium, 2,6-bis{2,5-bis[bis(trimethylsilyl)methyl] phenyl}phenyllithium (BbspLi), was synthesized. Reactions of BbspLi 5 with Group 14 electrophiles, such as stannous chloride, with carbon tetrachloride or tetrachlorometallanes gave fluorene 6. Reaction of BbspLi with carbon tetrachloride gave benzyl chloride 8, which converted to 6 under acidic conditions. BbspLi 5 isomerized to the corresponding benzyl anion 10, which underwent halophilic reactions with Group 14 electrophiles to give fluorene 6 via the benzyl chloride intermediate 8.
AB - A novel bulky aryllithium, 2,6-bis{2,5-bis[bis(trimethylsilyl)methyl] phenyl}phenyllithium (BbspLi), was synthesized. Reactions of BbspLi 5 with Group 14 electrophiles, such as stannous chloride, with carbon tetrachloride or tetrachlorometallanes gave fluorene 6. Reaction of BbspLi with carbon tetrachloride gave benzyl chloride 8, which converted to 6 under acidic conditions. BbspLi 5 isomerized to the corresponding benzyl anion 10, which underwent halophilic reactions with Group 14 electrophiles to give fluorene 6 via the benzyl chloride intermediate 8.
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U2 - 10.1002/aoc.1268
DO - 10.1002/aoc.1268
M3 - Article
AN - SCOPUS:34547257988
SN - 0268-2605
VL - 21
SP - 604
EP - 611
JO - Applied Organometallic Chemistry
JF - Applied Organometallic Chemistry
IS - 7
ER -