TY - JOUR
T1 - Synthesis and structures of [2n](2,7)naphthalenophanes (n = 2-4)
AU - Ohtsuka, Kenta
AU - Cai, Guangke
AU - Fujita, Kazuya
AU - Miyoshi, Hirokazu
AU - Tobe, Yoshito
PY - 2017/1/1
Y1 - 2017/1/1
N2 - Reductive coupling of 2,7-bis(bromomethyl)naphthalene using phenyllithium gave anti-[22](2,7)naphthalenophane, [23](2,7)naphthalenophane, and [24](2,7)naphthalenophane, the distribution of which was dependent on the reaction conditions. The structure of the first compound was established by X-ray crystallographic analysis. On the basis of the similarity between the NMR and UV spectra of [23](2,7)naphthalenophane with those reported for syn-[22](2,7)naphthalenophane, we conclude that the compound originally assigned to be syn-4 was in fact 6.
AB - Reductive coupling of 2,7-bis(bromomethyl)naphthalene using phenyllithium gave anti-[22](2,7)naphthalenophane, [23](2,7)naphthalenophane, and [24](2,7)naphthalenophane, the distribution of which was dependent on the reaction conditions. The structure of the first compound was established by X-ray crystallographic analysis. On the basis of the similarity between the NMR and UV spectra of [23](2,7)naphthalenophane with those reported for syn-[22](2,7)naphthalenophane, we conclude that the compound originally assigned to be syn-4 was in fact 6.
KW - Aromatic compounds
KW - Cyclophanes
KW - Reductive coupling
KW - X-ray crystal structure analysis
UR - http://www.scopus.com/inward/record.url?scp=85017208148&partnerID=8YFLogxK
U2 - 10.1139/cjc-2016-0583
DO - 10.1139/cjc-2016-0583
M3 - Article
AN - SCOPUS:85017208148
VL - 95
SP - 445
EP - 449
JO - Canadian Journal of Chemistry
JF - Canadian Journal of Chemistry
SN - 0008-4042
IS - 4
ER -