Chiral discrimination in hydrogen-bonded [7]helicenes

被引：123

作者：

Murguly, E ^{[1
]}

McDonald, R ^{[1
]}

Branda, NR ^{[1
]}

机构：

[1] Univ Alberta, Dept Chem, Edmonton, AB T6G 2G2, Canada

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 20期

关键词：

D O I：

10.1021/ol006366y

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] A series of racemic [7]helicenes have been prepared and characterized both in solution and in the solid state. Despite the helicenes having the ability to self-assemble in a variety of stereochemical and topological relationships, they formed only enantiomerically pure dimers held together by two pairs of cooperative hydrogen bonds. The self-assembly process was enantiospecific in solution and diastereoselective in the crystal.

引用

页码：3169 / 3172

页数：4

共 50 条

[31] Hydrogen-bonded pseudopolyrotaxanes
Univ of Birmingham, Birmingham, United Kingdom
Adv Mater, 1 (37-41):
[32] A chiral hydrogen-bonded α-phenyl nitronyl nitroxide in the solution and solid states
Minguet, M
Amabilino, DB
Vidal-Gancedo, J
Wurst, K
Veciana, J
MOLECULAR CRYSTALS AND LIQUID CRYSTALS SCIENCE AND TECHNOLOGY SECTION A-MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 1999, 334 : 347 - 358
[33] Hydrogen-bonded pseudopolyrotaxanes
Asakawa, M
Ashton, PR
Brown, GR
Hayes, W
Menzer, S
Stoddart, JF
White, AJP
Williams, DJ
ADVANCED MATERIALS, 1996, 8 (01) : 37 - +
[34] Chiral hydrogen-bonded organic frameworks used as a chiral stationary phase for chiral separation in gas chromatography
Wang, Wei
Zhang, Yukui
Tang, Bo
Hou, Huipeng
Tang, Shanshan
Luo, Aiqin
JOURNAL OF CHROMATOGRAPHY A, 2022, 1675
[35] Hydrogen-Bonded Dihydrotetraazapentacenes
He, Zikai
Liu, Danqing
Mao, Renxin
Tang, Qin
Miao, Qian
ORGANIC LETTERS, 2012, 14 (04) : 1050 - 1053
[36] STRUCTURE AND THERMODYNAMICS OF 7-AZAINDOLE HYDROGEN-BONDED COMPLEXES
CHOU, PT
WEI, CY
CHANG, CP
KUO, MS
JOURNAL OF PHYSICAL CHEMISTRY, 1995, 99 (31): : 11994 - 12000
[37] SPECTROSCOPIC STUDY OF HYDROGEN-BONDED 7-AZAINDOLE CLUSTERS
NAKAJIMA, A
ONO, F
KIHARA, Y
OGAWA, A
MATSUBARA, K
ISHIKAWA, K
BABA, M
KAYA, K
LASER CHEMISTRY, 1995, 15 (2-4) : 167 - 181
[38] A Tautoleptic Approach to Chiral Hydrogen-Bonded Supramolecular Tubular Polymers with Large Cavity
Neniskis, Algirdas
Rackauskaite, Dovile
Shi, Qixun
Robertson, Aiden J.
Marsh, Andrew
Ulcinas, Arturas
Valiokas, Ramunas
Brown, Steven P.
Waernmark, Kenneth
Orentas, Edvinas
CHEMISTRY-A EUROPEAN JOURNAL, 2018, 24 (53) : 14028 - 14033
[39] Circular Polarized Luminescence of Hydrogen-Bonded Molecular Assemblies of Chiral Pyrene Derivatives
Anetai, Hayato
Takeda, Takashi
Hoshino, Norihisa
Arak, Yasuyuki
Wada, Takehiko
Yamamoto, Shunsuke
Mitsuishi, Masaya
Tsuchida, Hiromu
Ogoshi, Tomoki
Akutagawa, Tomoyuki
JOURNAL OF PHYSICAL CHEMISTRY C, 2018, 122 (11): : 6323 - 6331
[40] Antiferroelectric alignment and mechanical director rotation in a hydrogen-bonded chiral SmCA* elastomer
Merekalov, AS
Kuptsov, SA
Shandryuk, GA
Talroze, RV
Bezborodov, VS
Terentjev, EM
LIQUID CRYSTALS, 2001, 28 (04) : 495 - 502

← 1 2 3 4 5 →