TY - JOUR
T1 - A facile approach to the synthesis of substituted dibenzofulvenes-precursors to pi-stacked poly(dibenzofulvene)s
AU - Wong, Michael Y.
AU - Leung, Louis M.
N1 - Funding Information:
We are grateful to the Hong Kong Research Grants Council ( HKBU 2105/06E ) for financial support of this work.
PY - 2010/5/29
Y1 - 2010/5/29
N2 - A series of novel substituted (2-methoxy, 2-nitro, 2-bromo, 2-iodo, 2-cyano, and 2-acetyl) and disubstitiuted (2-bromo-7-methoxy, 2-bromo-7-propoxy, 2-bromo-7-hexoxy, 2-nitro-7-propoxy, 2-nitro-7-hexoxy, and 2,7-di-bromo) dibenzofulvenes have been prepared from the corresponding fluorenes with fair to very good overall yields (35.7-66.7%) based on the Wittig chemistry. The new approach enjoyed much simpler experimental procedures and has the advantage of higher functional group tolerance. Preliminary results on their polymerization using solution free-radical approach are also presented.
AB - A series of novel substituted (2-methoxy, 2-nitro, 2-bromo, 2-iodo, 2-cyano, and 2-acetyl) and disubstitiuted (2-bromo-7-methoxy, 2-bromo-7-propoxy, 2-bromo-7-hexoxy, 2-nitro-7-propoxy, 2-nitro-7-hexoxy, and 2,7-di-bromo) dibenzofulvenes have been prepared from the corresponding fluorenes with fair to very good overall yields (35.7-66.7%) based on the Wittig chemistry. The new approach enjoyed much simpler experimental procedures and has the advantage of higher functional group tolerance. Preliminary results on their polymerization using solution free-radical approach are also presented.
KW - 9-Fluorenyltriphenylphosphonium bromide
KW - Dibenzofulvene
KW - Wittig
UR - http://www.scopus.com/inward/record.url?scp=77953120487&partnerID=8YFLogxK
U2 - 10.1016/j.tet.2010.03.046
DO - 10.1016/j.tet.2010.03.046
M3 - Journal article
AN - SCOPUS:77953120487
SN - 0040-4020
VL - 66
SP - 3973
EP - 3977
JO - Tetrahedron
JF - Tetrahedron
IS - 22
ER -