Synthesis and Single-Molecule Imaging of Highly Mobile Adamantane-Wheeled Nanocars

被引:70
作者
Chu, Pin-Lei E. [1 ]
Wang, Lin-Yung [1 ]
Khatua, Saumyakanti [1 ]
Kolomeisky, Anatoly B. [1 ]
Link, Stephan [1 ]
Tour, James M. [1 ]
机构
[1] Rice Univ, Dept Chem, Houston, TX 77005 USA
基金
美国国家科学基金会;
关键词
adamantane; nanocar; single-molecule fluorescence imaging; Sonogashira;
D O I
10.1021/nn304584a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis and single-molecule imaging of two Inherently fluorescent nanocars equipped with adamantane wheels is reported. The nanocars were imaged using 4,4-difluoro-4-bora-3a, 4a-diaza-s-indacene (BODIPY) as the chromophore, which was rigidly incorporated into the nanocar chassis via Sonogashira cross-coupling chemistry that permitted the synthesis of nanocars having different geometries. In particular, studied here were four- and three-wheeled nanocars with adamantane wheels. It was found that, for the four-wheeled nanocar, the percentage of moving nanocars and the diffusion constant show a significant improvement over p-carborane-wheeled nanocars with the same chassis. The three-wheeled nanocar showed only limited mobility due to its geometry. These results are consistent with a requisite wheel-like rolling motion. We furthermore developed a model that relates the percentage of moving nanocars in single-molecule experiments with the diffusion constant. The excellent agreement between the model and the new results presented here as well as previous single-molecule studies of fluorescent nanocars yields an improved understanding of motion in these molecular machines.
引用
收藏
页码:35 / 41
页数:7
相关论文
共 28 条
[1]   Molecular dynamics of surface-moving thermally driven nanocars [J].
Akimov, Alexei V. ;
Nemukhin, Alexander V. ;
Moskovsky, Alexander A. ;
Kolomeisky, Anatoly B. ;
Tour, James M. .
JOURNAL OF CHEMICAL THEORY AND COMPUTATION, 2008, 4 (04) :652-656
[2]   THERMALLY STABLE ACETYLENIC ADAMANTANE POLYMERS [J].
ARCHIBALD, TG ;
MALIK, AA ;
BAUM, K .
MACROMOLECULES, 1991, 24 (19) :5261-5265
[3]   DESIGN AND SYNTHESIS OF A MOLECULAR TURNSTILE [J].
BEDARD, TC ;
MOORE, JS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (43) :10662-10671
[4]   Toward a Light-Driven Motorized Nanocar: Synthesis and Initial Imaging of Single Molecules [J].
Chiang, Pinn-Tsong ;
Mielke, Johannes ;
Godoy, Jazmin ;
Guerrero, Jason M. ;
Alemany, Lawrence B. ;
Villagomez, Carlos J. ;
Saywell, Alex ;
Grill, Leonhard ;
Tour, James M. .
ACS NANO, 2012, 6 (01) :592-597
[5]   A macrocycle/molecular-clip complex that functions as a quadruply controllable molecular switch [J].
Chiang, PT ;
Cheng, PN ;
Lin, CF ;
Liu, YH ;
Lai, CC ;
Peng, SM ;
Chiu, SH .
CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (03) :865-876
[6]   Accurately determining single molecule trajectories of molecular motion on surfaces [J].
Claytor, Kevin ;
Khatua, Saumyakanti ;
Guerrero, Jason M. ;
Tcherniak, Alexei ;
Tour, James M. ;
Link, Stephan .
JOURNAL OF CHEMICAL PHYSICS, 2009, 130 (16)
[7]   Toward Chemical Propulsion: Synthesis of ROMP-Propelled Nanocars [J].
Godoy, Jazmin ;
Vives, Guillaume ;
Tour, James M. .
ACS NANO, 2011, 5 (01) :85-90
[8]   Synthesis of Highly Fluorescent BODIPY-Based Nanocars [J].
Godoy, Jazmin ;
Vives, Guillaume ;
Tour, James M. .
ORGANIC LETTERS, 2010, 12 (07) :1464-1467
[9]   Influence of the Substrate on the Mobility of Individual Nanocars [J].
Khatua, Saumyakanti ;
Godoy, Jazmin ;
Tour, James M. ;
Link, Stephan .
JOURNAL OF PHYSICAL CHEMISTRY LETTERS, 2010, 1 (22) :3288-3291
[10]   Micrometer-Scale Translation and Monitoring of Individual Nanocars on Glass [J].
Khatua, Saumyakanti ;
Guerrero, Jason M. ;
Claytor, Kevin ;
Vives, Guillaume ;
Kolomeisky, Anatoly B. ;
Tour, James M. ;
Link, Stephan .
ACS NANO, 2009, 3 (02) :351-356